Visible light-mediated C-P bond formation reactions
作者:
Cai, Bao-Gui;Xuan, Jun* ;Xiao, Wen-Jing*
期刊:
科学通报(英文版) ,2019年64(5):337-350 ISSN:2095-9273
通讯作者:
Xuan, Jun;Xiao, Wen-Jing
作者机构:
[Xuan, Jun; Cai, Bao-Gui] Anhui Univ, Anhui Prov Key Lab Chem Inorgan Organ Hybrid Func, Coll Chem & Chem Engn, Hefei 230601, Anhui, Peoples R China.;[Xiao, Wen-Jing] Cent China Normal Univ, Key Lab Pesticide & Chem Biol, Minist Educ, Coll Chem, Wuhan 430079, Hubei, Peoples R China.
通讯机构:
[Xuan, Jun] A;[Xiao, Wen-Jing] C;Anhui Univ, Anhui Prov Key Lab Chem Inorgan Organ Hybrid Func, Coll Chem & Chem Engn, Hefei 230601, Anhui, Peoples R China.;Cent China Normal Univ, Key Lab Pesticide & Chem Biol, Minist Educ, Coll Chem, Wuhan 430079, Hubei, Peoples R China.
关键词:
C-P bond formation;Organophosphorus compounds;Photoredox catalysis;Visible light
摘要:
Organophosphorus compounds have attracted continuous attention in materials science, agrochemical and pharmaceutical fields due to their unique bioactivities. Thus, the development of novel and robust manners for the construction new C–]P bond has therefore gained great interests in synthetic organic chemistry. Because of their intrinsic sustainability and green chemistry character, visible light-induced photoredox catalysis has been widely applied in the construction of new chemical bonds, including the formation of C–]P bond. In this review, we summarized recent achievements in C–]P bond formation reactions initiated by visible light-induced photoredox catalysis, which mainly focusing on the discussion of reaction design and the mechanism. © 2019 Science China Press
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英文
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Visible light-driven organic photochemical synthesis in China
作者:
Chen, Yiyun* ;Lu, Liang-Qiu* ;Yu, Da-Gang* ;Zhu, Cheng-Jian* ;Xiao, Wen-Jing*
期刊:
中国科学:化学英文版 ,2019年62(1):24-57 ISSN:1674-7291
通讯作者:
Chen, Yiyun;Lu, Liang-Qiu;Xiao, Wen-Jing;Yu, Da-Gang;Zhu, Cheng-Jian
作者机构:
[Chen, Yiyun] Chinese Acad Sci, Univ Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Bioorgan & Nat Prod Chem, Shanghai 200032, Peoples R China.;[Lu, LQ; Xiao, WJ; Lu, Liang-Qiu; Xiao, Wen-Jing] Cent China Normal Univ, Coll Chem, Minist Educ, Key Lab Pesticide & Chem Biol, Wuhan 430079, Hubei, Peoples R China.;[Yu, Da-Gang] Sichuan Univ, Coll Chem, Minist Educ, Key Lab Green Chem & Technol, Chengdu 610064, Sichuan, Peoples R China.;[Zhu, Cheng-Jian] Nanjing Univ, State Key Lab Coordinat Chem, Jiangsu Key Lab Adv Organ Mat, Sch Chem & Chem Engn, Nanjing 210023, Jiangsu, Peoples R China.
通讯机构:
[Chen, Yiyun; Lu, LQ; Xiao, WJ] C;[Yu, Da-Gang] S;[Zhu, Cheng-Jian] N;Chinese Acad Sci, Univ Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Bioorgan & Nat Prod Chem, Shanghai 200032, Peoples R China.;Cent China Normal Univ, Coll Chem, Minist Educ, Key Lab Pesticide & Chem Biol, Wuhan 430079, Hubei, Peoples R China.
关键词:
visible light;photochemical synthesis;C–H functionalization;aromatic aza-heterocycle;asymmetric catalysis;biomolecule-compatible reaction;small molecule
摘要:
In recent years, visible light-driven organic photochemical synthesis has attracted wide research interest from academic and industrial communities due to its features of green and sustainable chemistry. In this flourishing area, Chinese chemists have devoted great efforts to different aspects of synthetic chemistry. This review will summarize their representative work according to the following categories: C–H functionalization, synthesis of aromatic aza-heterocycles, asymmetric organic photochemical synthesis, transformations of small molecules and biomolecule-compatible reactions.
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英文
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Asymmetric Propargylic Radical Cyanation Enabled by Dual Organophotoredox and Copper Catalysis
作者:
Lu, Fu-Dong;Liu, Dan;Zhu, Lei;Lu, Liang-Qiu* ;Yang, Qian;...
期刊:
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY ,2019年141(15):6167-6172 ISSN:0002-7863
通讯作者:
Lu, Liang-Qiu;Xiao, Wen-Jing;Lan, Yu
作者机构:
[Lu, Fu-Dong; Lu, LQ; Xiao, WJ; Lu, Liang-Qiu; Xiao, Wen-Jing; Zhou, Quan-Quan; Wei, Yi; Liu, Dan] Cent China Normal Univ, CCNU uOttawa Joint Res Ctr, Key Lab Pesticide & Chem Biol, Minist Educ,Coll Chem, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China.;[Zhu, Lei; Lan, Yu] Chongqing Univ, Sch Chem & Chem Engn, Chongqing 400030, Peoples R China.;[Yang, Qian] Huazhong Univ Sci & Technol, Sch Chem & Chem Engn, 1037 Luoyu Rd, Wuhan 430074, Hubei, Peoples R China.;[Xiao, Wen-Jing] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China.
通讯机构:
[Lu, LQ; Xiao, WJ; Lan, Yu; Xiao, Wen-Jing] C;Cent China Normal Univ, CCNU uOttawa Joint Res Ctr, Key Lab Pesticide & Chem Biol, Minist Educ,Coll Chem, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China.;Chongqing Univ, Sch Chem & Chem Engn, Chongqing 400030, Peoples R China.;Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China.
摘要:
The first asymmetric propargylic radical cyanation was realized through a dual photoredox and copper catalysis. An organic photocatalyst serves to both generate propargyl radicals and oxidize Cu(I) species to Cu(II) species. A chiral Cu complex functions as an efficient organometallic catalyst to resemble the propargyl radical and cyanide in an enantio-controlled manner. Thus, a diverse range of optically active propargyl cyanides were produced with high reaction efficiency and enantioselectivities (28 examples, 57-97% yields and 83-98% ee). Moreover, mechanistic investigations including experiments and density functional theory calculations were performed to illustrate on the reaction pathway and stereochemical results.
语种:
英文
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Enantioselective Trapping of Pd-Containing 1,5-Dipoles by Photogenerated Ketenes: Access to 7-Membered Lactones Bearing Chiral Quaternary Stereocenters
作者:
Wei, Yi;Liu, Song;Li, Miao-Miao;Li, Yi;Lan, Yu* ;...
期刊:
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY ,2019年141(1):133-137 ISSN:0002-7863
通讯作者:
Lan, Yu;Xiao, Wen-Jing
作者机构:
[Lu, Liang-Qiu; Xiao, Wen-Jing; Lan, Yu; Xiao, WJ; Li, Miao-Miao; Wei, Yi; Li, Yi] Cent China Normal Univ, Coll Chem, Minist Educ, CCNU uOttawa Joint Res Ctr,Key Lab Pesticide & Ch, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China.;[Liu, Song; Lan, Yu] Chongqing Univ, Sch Chem & Chem Engn, Chongqing 400030, Peoples R China.;[Xiao, Wen-Jing] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China.
通讯机构:
[Lan, Y; Xiao, WJ; Xiao, Wen-Jing] C;Cent China Normal Univ, Coll Chem, Minist Educ, CCNU uOttawa Joint Res Ctr,Key Lab Pesticide & Ch, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China.;Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China.
摘要:
An enantioselective [5+2] cycloaddition of vinylethylene carbonates and α-diazoketones was achieved for the first time by merging photoactivation and asymmetric Pd catalysis. The key to the success of this method is the enantioselective trapping of Pd-containing, 1,5-dipolar intermediates by ketenes, a class of reactive C2 synthons, which were generated in an in situ and traceless manner under visible light irradiation. Through this trapping, a variety of 7-membered lactones bearing challenging chiral quaternary stereocenters can be accessed in a facile manner with good efficiency and high enantioselectivity (up to 99% yield and 96:4 er). © 2018 American Chemical Society.
语种:
英文
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Rhomboidal Pt(II) metallacycle-based NIR-II theranostic nanoprobe for tumor diagnosis and image-guided therapy
作者:
Sun, Yue;Ding, Feng;Zhou, Zhixuan;Li, Chonglu;Pu, Maoping;...
期刊:
Proceedings of the National Academy of Sciences of the United States of America ,2019年116(6):1968-1973 ISSN:0027-8424
通讯作者:
Li, Haibing;Yang, Guangfu;Sun, Yao;Stang, Peter J.
作者机构:
[Xu, Yuling; Sun, Yue; Yang, Guangfu; Li, Haibing; Yang, GF; Sun, Y; Sun, Yao; Li, Chonglu; Ding, Feng] Cent China Normal Univ, Coll Chem, Minist Educ, Key Lab Pesticides & Chem Biol, Wuhan 430079, Hubei, Peoples R China.;[Xu, Yuling; Sun, Yue; Yang, Guangfu; Li, Haibing; Yang, GF; Sun, Y; Sun, Yao; Li, Chonglu; Ding, Feng] Cent China Normal Univ, Coll Chem, Int Joint Res Ctr Intelligent Biosensor Technol &, Chem Biol Ctr, Wuhan 430079, Hubei, Peoples R China.;[Sun, Yue; Stang, Peter J.; Zhou, Zhixuan] Univ Utah, Dept Chem, Salt Lake City, UT 84112 USA.;[Pu, Maoping] Rheinisch Westfalische Tech Hsch Aachen Univ, Inst Organ Chem, D-52074 Aachen, Germany.;[Lu, Xiaoju; Zhan, Yibei] Hubei Polytech Univ, Sch Chem & Chem Engn, Huangshi 435003, Peoples R China.
通讯机构:
[Li, HB; Yang, GF; Sun, Y] C;[Stang, Peter J.] U;Cent China Normal Univ, Coll Chem, Minist Educ, Key Lab Pesticides & Chem Biol, Wuhan 430079, Hubei, Peoples R China.;Cent China Normal Univ, Coll Chem, Int Joint Res Ctr Intelligent Biosensor Technol &, Chem Biol Ctr, Wuhan 430079, Hubei, Peoples R China.;Univ Utah, Dept Chem, Salt Lake City, UT 84112 USA.
关键词:
*image-guided therapy;*metallacycle;*second near-infrared region;*supramolecular coordination complexes;*theranostic
摘要:
Fluorescent theranostics probes at the second near-IR region (NIR-II; 1.0-1.7 μm) are in high demand for precise theranostics that minimize autofluorescence, reduce photon scattering, and improve the penetration depth. Herein, we designed and synthesized an NIR-II theranostic nanoprobe 1 that incorporates a Pt(II) metallacycle 2 and an organic molecular dye 3 into DSPE-mPEG5000 (1,2-distearoyl-sn-glycero-3-phosphoethanolamine-N-[methoxy(polyethylene glycol)-5000]). This design endows 1 with good photostability and passive targeting ability. Our studies show that 1 accurately diagnoses cancer with high resolution and selectively delivers the Pt(II) metallacycle to tumor regions via an enhanced permeability and retention effect. In vivo studies reveal that 1 efficiently inhibits the growth of tumor with minimal side effects. At the same time, improved fluorescent imaging quality and signal-to-noise ratios are shown due to the long emission wavelengths. These studies demonstrate that 1 is a potential theranostic platform for tumor diagnosis and treatment in the NIR-II region. © 2019 National Academy of Sciences. All Rights Reserved.
语种:
英文
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Robust noble metal-based electrocatalysts for oxygen evolution reaction
作者:
Shi, Qiurong;Zhu, Chengzhou* ;Du, Dan;Lin, Yuehe*
期刊:
CHEMICAL SOCIETY REVIEWS ,2019年48(12):3181-3192 ISSN:0306-0012
通讯作者:
Lin, Yuehe;Zhu, Chengzhou
作者机构:
[Du, Dan; Lin, Yuehe; Shi, Qiurong] Washington State Univ, Sch Mech & Mat Engn, Pullman, WA 99164 USA.;[Zhu, Chengzhou] Cent China Normal Univ, Coll Chem, Wuhan 430079, Hubei, Peoples R China.
通讯机构:
[Lin, Yuehe] W;[Zhu, Chengzhou] C;Washington State Univ, Sch Mech & Mat Engn, Pullman, WA 99164 USA.;Cent China Normal Univ, Coll Chem, Wuhan 430079, Hubei, Peoples R China.
摘要:
The oxygen evolution reaction (OER) is a kinetically sluggish anodic reaction and requires a large overpotential to deliver appreciable current. Despite the fact that non-precious metal-based alkaline water electrocatalysts are receiving increased attention, noble metal-based electrocatalysts (NMEs) applied in proton exchange membrane water electrolyzers still have advantageous features of larger current and power densities with lower stack cost. Engineering NMEs for OER catalysis with high efficiency, durability and utilization rate is of vital importance in promoting the development of cost-effective renewable energy production and conversion devices. In this tutorial review, we covered the recent progress in the composition and structure optimization of NMEs for OER including Ir- and Ru-based oxides and alloys, and noble-metals beyond Ir and Ru with a variety of morphologies. To shed light on the fundamental science and mechanisms behind composition/structure-performance relationships and activity-stability relationships, integrated experimental and theoretical studies were pursued for illuminating the metal-support interaction, size effect, heteroatom doping effect, phase transformation, degradation processes and single-atom catalysis. Finally, the challenges and outlook are provided for guiding the rational engineering of OER electrocatalysts for applications in renewable energy-related devices. © 2019 The Royal Society of Chemistry.
语种:
英文
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Hantzsch esters: an emerging versatile class of reagents in photoredox catalyzed organic synthesis
作者:
Wang, Peng-Zi;Chen, Jia-Rong* ;Xiao, Wen-Jing
期刊:
Organic & Biomolecular Chemistry ,2019年17(29):6936-6951 ISSN:1477-0520
通讯作者:
Chen, Jia-Rong
作者机构:
[Xiao, Wen-Jing; Chen, Jia-Rong; Wang, Peng-Zi] Cent China Normal Univ, Coll Chem, Minist Educ, Key Lab Pesticide & Chem Biol, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China.
通讯机构:
[Chen, Jia-Rong] C;Cent China Normal Univ, Coll Chem, Minist Educ, Key Lab Pesticide & Chem Biol, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China.
摘要:
Hantzsch esters were often previously used as reductants in thermal catalytic hydrogenation reactions. Over the last few decades, Hantzsch esters have proven to be a useful class of electron donors and proton sources in photoredox catalyzed processes. Moreover, under photoredox catalytic conditions, alkyl-1,4-dihydropyridines can serve as versatile types of alkylation reagents via oxidative fragmentation mechanisms. This minireview highlights the recent advances in the chemistry of Hantzsch esters in photoredox catalyzed organic synthesis, with particular emphasis placed on reaction mechanisms. We hope that this review will inspire further new reaction design and developments with such a class of readily accessible reagents.
语种:
英文
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A COMPARATIVE STUDY OF BIOCHAR, MULTIWALLED CARBON NANOTUBES AND GRAPHITIZED CARBON BLACK AS QUECHERS ABSORBENTS FOR THE RAPID DETERMINATION OF SIX TRIAZOLE FUNGICIDES BY UPLC-MS/MS
作者:
Cao, Junli;Zheng, Yunxi;Kaium, Abdul;Liu, Xingang* ;Xu, Jun;...
期刊:
International Journal of Environmental Analytical Chemistry ,2019年99(3):209-223 ISSN:0306-7319
通讯作者:
Liu, Xingang
作者机构:
[Kaium, Abdul; Zheng, Yongquan; Xu, Jun; Dong, Fengshou; Liu, Xingang; Wu, Xiaohu; Cao, Junli] Chinese Acad Agr Sci, Inst Plant Protect, State Key Lab Biol Plant Dis & Insect Pests, Beijing, Peoples R China.;[Cao, Junli] Cent China Normal Univ, Coll Chem, Wuhan, Hubei, Peoples R China.;[Zheng, Yunxi] Beijing Bayi Sch, Beijing, Peoples R China.
通讯机构:
[Liu, Xingang] C;Chinese Acad Agr Sci, Inst Plant Protect, State Key Lab Biol Plant Dis & Insect Pests, Beijing, Peoples R China.
关键词:
biochar;graphitized carbon black;multiwalled carbon nanotubes;Vegetable
摘要:
A rapid, effective and sensitive method to quantitatively determine six fungicide residue was developed using ultra-performance liquid chromatography coupled with tandem mass spectrometry (UPLC–MS/MS). The target compounds were extracted by using acetonitrile and the sorbent used for clean-up in this modified QuEChERS analytical method were biochar, multiwalled carbon nanotubes (MWCNT) and graphitized carbon black (GCB). Results indicated that the MWCNT (10 mg) was the most effective sorbent in removing pigment. This method was validated on spinach, tomato, cucumber, celery, lettuce, rape, pakchoi, romaine lettuce and eggplant matrices spiked at three concentration levels of 0.01, 0.1 and 1 mg kg−1. It exhibited recoveries between 73.1% and 118.2% with RSD values below 20%. Matrix-matched calibrations were performed with the coefficients of determination >0.9901 between concentration levels of 0.01–1 mg kg−1. The limit of quantity (LOQ) for six pesticides ranged from 0.0036 to 0.011 mg kg−1. The developed method was satisfactorily applied to determine pesticide residues in market vegetable samples. © 2019, © 2019 Informa UK Limited, trading as Taylor & Francis Group.
语种:
英文
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Oxygen Vacancies Promoted the Selective Photocatalytic Removal of NO with Blue TiO2 via Simultaneous Molecular Oxygen Activation and Photogenerated Hole Annihilation
作者:
Shang, Huan;Li, Meiqi;Li, Hao;Huang, Shun;Mao, Chengliang;...
期刊:
Environmental Science & Technology ,2019年53(11):6444-6453 ISSN:0013-936X
通讯作者:
Ai, Zhihui;Zhang, Lizhi
作者机构:
[Zhang, Lizhi; Shang, Huan; Mao, Chengliang; Li, Hao; Ai, ZH; Zhang, LZ; Huang, Shun; Ai, Zhihui; Li, Meiqi] Cent China Normal Univ, Coll Chem, Inst Environm & Appl Chem, Key Lab Pesticide & Chem Biol,Minist Educ, Wuhan 430079, Hubei, Peoples R China.
通讯机构:
[Ai, ZH; Zhang, LZ] C;Cent China Normal Univ, Coll Chem, Inst Environm & Appl Chem, Key Lab Pesticide & Chem Biol,Minist Educ, Wuhan 430079, Hubei, Peoples R China.
摘要:
Semiconductor photocatalytic technology has great potential for the removal of dilute gaseous NO in indoor and outdoor atmospheres but suffers from unsatisfactory NO-removal selectivity due to undesirable NO2 byproduct generation. In this study, we demonstrate that the 99% selectivity of photocatalytic NO oxidation toward nitrate can be achieved over blue TiO2 bearing oxygen vacancies (OVs) under visible-light irradiation. First-principles density functional theory calculation and experimental results suggested that the OVs of blue TiO2 with localized electrons could facilitate the molecular oxygen activation through single-electron pathways to generate ·O2- and simultaneously promote the photogenerated hole annihilation. The generated ·O2- directly converted NO to nitrate, while the hole annihilation inhibited the side-reaction between holes and NO to avoid toxic NO2 byproduct formation, resulting in the highly selective removal of NO. This study reveals the dual functions of OVs in defective photocatalysts and also provides fundamental guidance for the selective purification of NO with photocatalytic technology. © 2019 American Chemical Society.
语种:
英文
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Visible-Light-Induced Organic Photochemical Reactions through Energy-Transfer Pathways.
作者:
Zhou, Quan-Quan;Zou, You-Quan;Lu, Liang-Qiu* ;Xiao, Wen-Jing*
期刊:
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION ,2019年58(6):1586-1604 ISSN:1433-7851
通讯作者:
Lu, Liang-Qiu;Xiao, Wen-Jing
作者机构:
[Lu, LQ; Xiao, WJ; Lu, Liang-Qiu; Xiao, Wen-Jing; Zhou, Quan-Quan; Zou, You-Quan] CCNU, Coll Chem, CCNU uOttawa Joint Res Ctr, Key Lab Pesticide & Chem Biol,Minist Educ, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China.
通讯机构:
[Lu, LQ; Xiao, WJ] C;CCNU, Coll Chem, CCNU uOttawa Joint Res Ctr, Key Lab Pesticide & Chem Biol,Minist Educ, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China.
关键词:
cycloaddition;energy transfer;isomerization;photocatalysis;photosensitization
摘要:
Visible-light photocatalysis is a rapidly developing and powerful strategy to initiate organic transformations, as it closely adheres to the tenants of green and sustainable chemistry. Generally, most visible-light-induced photochemical reactions occur through single-electron transfer (SET) pathways. Recently, visible-light-induced energy-transfer (EnT) reactions have received considerable attentions from the synthetic community as this strategy provides a distinct reaction pathway, and remarkable achievements have been made in this field. In this Review, we highlight the most recent advances in visible-light-induced EnT reactions. © 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim
语种:
英文
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Deaminative (Carbonylative) Alkyl-Heck-type Reactions Enabled by Photocatalytic C-N Bond Activation.
作者:
Jiang, Xuan;Zhang, Mao-Mao;Xiong, Wei;Lu, Liang-Qiu* ;Xiao, Wen-Jing*
期刊:
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION ,2019年58(8):2402-2406 ISSN:1433-7851
通讯作者:
Lu, Liang-Qiu;Xiao, Wen-Jing
作者机构:
[Lu, LQ; Xiao, WJ; Lu, Liang-Qiu; Jiang, Xuan; Xiao, Wen-Jing; Zhang, Mao-Mao; Xiong, Wei] Cent China Normal Univ, Key Lab Pesticide & Chem Biol, Minist Educ, Coll Chem, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China.;[Xiao, Wen-Jing] Chinese Acad Sci, State Key Lab Organometall Chem, Shanghai Inst Organ Chem, Shanghai 200032, Peoples R China.
通讯机构:
[Lu, LQ; Xiao, WJ; Xiao, Wen-Jing] C;Cent China Normal Univ, Key Lab Pesticide & Chem Biol, Minist Educ, Coll Chem, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China.;Chinese Acad Sci, State Key Lab Organometall Chem, Shanghai Inst Organ Chem, Shanghai 200032, Peoples R China.
关键词:
amines;carbonylative reactions;deaminative transformations;Heck reaction;photocatalysis
摘要:
The palladium-catalyzed Heck reaction is a well-known, Nobel Prize winning transformation for producing alkenes. Unlike the alkenyl and aryl variants of the Heck reaction, the alkyl-Heck reaction is still underdeveloped owing to the competitive side reactions of alkyl–palladium species. Herein, we describe the development of a deaminative alkyl-Heck-type reaction that proceeds through C−N bond activation by visible-light photoredox catalysis. A variety of aliphatic primary amines were found to be efficient starting materials for this new process, affording the corresponding alkene products in good yields under mild reaction conditions. Moreover, this strategy was successfully applied to deaminative carbonylative alkyl-Heck-type reactions. © 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim
语种:
英文
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Recent progress on the development of glutathione (GSH) selective fluorescent and colorimetric probes
作者:
Lee, Songyi;Li, Jun;Zhou, Xin* ;Yin, Jun* ;Yoon, Juyoung*
期刊:
Coordination Chemistry Reviews ,2018年366:29-68 ISSN:0010-8545
通讯作者:
Yoon, Juyoung;Zhou, Xin;Yin, Jun
作者机构:
[Lee, Songyi] Pukyong Natl Univ, Dept Chem, Busan 48513, South Korea.;[Yoon, Juyoung] Ewha Womans Univ, Dept Chem & Nano Sci, Seoul 03760, South Korea.;[Li, Jun] Huazhong Agr Univ, Dept Chem, Coll Sci, Wuhan 430070, Peoples R China.;[Zhou, Xin] Qingdao Univ, Dept Chem, Qingdao 266071, Peoples R China.;[Yin, Jun] Cent China Normal Univ, Key Lab Pesticide & Chem Biol, Coll Chem, Minist Educ, Wuhan 430079, Hubei, Peoples R China.
通讯机构:
[Yoon, Juyoung] E;[Zhou, Xin] Q;[Yin, Jun] C;Ewha Womans Univ, Dept Chem & Nano Sci, Seoul 03760, South Korea.;Qingdao Univ, Dept Chem, Qingdao 266071, Peoples R China.
关键词:
Bioimaging;Biothiol probes;Colorimetric chemosensors;Fluorescence probes;Glutathione probe;GSH probes
摘要:
Glutathione (GSH) plays a key role in many cellular functions. Abnormal levels of GSH is considered to be sign of many diseases. As a result, various fluorescent imaging probes and/or chemosensors for GSH have been developed. Compared to other analytical methods, fluorescence has unique merits, such as excellent detection limits and sensitivity for use in imaging cells, tissues and small animals. However, colorimetric probes undergo distinct color changes, which in most cases can be detected by using the naked eye. This review of studies aimed at the development of GSH probes is presented in a format that is organized by structural features and chemical reactions of the probes. The topics include probes that are based on nanoparticles or nanocomposites, metal ion displacement and coordination and chemical reactions. The reaction based probes are further classified into probes that undergo cleavage of sulphonamide, sulfonate ester and related functional groups, Se–N bond cleavage, aryl substitution reactions, disulfide bond cleavage followed by cyclization, Michael additions, and other processes. © 2018 Elsevier B.V.
语种:
英文
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A Visible-Light-Driven Iminyl Radical-Mediated C−C Single Bond Cleavage/Radical Addition Cascade of Oxime Esters
作者:
Yu, Xiao-Ye;Chen, Jia-Rong* ;Wang, Peng-Zi;Yang, Meng-Nan;Liang, Dong;...
期刊:
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION ,2018年57(3):738-743 ISSN:1433-7851
通讯作者:
Chen, Jia-Rong;Xiao, Wen-Jing
作者机构:
[Chen, Jia-Rong; Xiao, WJ; Xiao, Wen-Jing; Yang, Meng-Nan; Liang, Dong; Yu, Xiao-Ye; Wang, Peng-Zi] Cent China Normal Univ, Hubei Int Sci & Technol Cooperat Base Pesticide, Key Lab Pesticides & Chem Biol, Coll Chem,Minist Educ,CCNU uOttawa Joint Res Ctr, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China.;[Xiao, Wen-Jing] State Key Lab Appl Organ Chem, Lanzhou 730000, Gansu, Peoples R China.
通讯机构:
[Chen, JR; Xiao, WJ] C;[Xiao, Wen-Jing] S;Cent China Normal Univ, Hubei Int Sci & Technol Cooperat Base Pesticide, Key Lab Pesticides & Chem Biol, Coll Chem,Minist Educ,CCNU uOttawa Joint Res Ctr, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China.;State Key Lab Appl Organ Chem, Lanzhou 730000, Gansu, Peoples R China.
关键词:
heterocycles;iminyl radicals;N-centered radicals;nitriles;photoredox catalysis
摘要:
A room-temperature, visible-light-driven N-centered iminyl radical-mediated and redox-neutral C−C single bond cleavage/radical addition cascade reaction of oxime esters and unsaturated systems has been accomplished. The strategy tolerates a wide range of O-acyl oximes and unsaturated systems, such as alkenes, silyl enol ethers, alkynes, and isonitrile, enabling highly selective formation of various chemical bonds. This method thus provides an efficient approach to various diversely substituted cyano-containing alkenes, ketones, carbocycles, and heterocycles. © 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim
语种:
英文
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Visible light driven selective oxidation of amines to imines with BiOCl: Does oxygen vacancy concentration matter?
作者:
Mao, Chengliang;Cheng, Honggang;Tian, Hao;Li, Hao;Xiao, Wen-Jing;...
期刊:
Applied Catalysis B: Environmental ,2018年228:87-96 ISSN:0926-3373
通讯作者:
Zhang, Lizhi
作者机构:
[Zhang, Lizhi; Mao, Chengliang; Zhao, Jincai; Cheng, Honggang; Li, Hao; Xiao, Wen-Jing] Cent China Normal Univ, Coll Chem, Inst Environm & Appl Chem, Key Lab Pesticide & Chem Biol,Minist Educ, Wuhan 430079, Peoples R China.;[Xu, Hu; Tian, Hao] South Univ Sci & Technol China, Dept Phys, Shenzhen 518055, Peoples R China.
通讯机构:
[Zhang, Lizhi] C;Cent China Normal Univ, Coll Chem, Inst Environm & Appl Chem, Key Lab Pesticide & Chem Biol,Minist Educ, Wuhan 430079, Peoples R China.
关键词:
Bismuth oxychloride;Molecular oxygen activation;Oxygen vacancies;Photocatalysis;Selective amines oxidation
摘要:
The relationship between oxygen vacancy (OV) concentration of semiconductors and their photocatalytic performances is far from clarified. In this study, by tuning the OV concentration of BiOCl (001) surface via a novel H<inf>2</inf>O<inf>2</inf>treatment coupled infrared irradiation method, we demonstrate that OV concentration of BiOCl (001) surface strongly determine its surface atomic and electronic structures to modulate the photocatalytic pathways. Being of shorter Bi–Bi and Bi–O bond lengths as well as more electrons being less localized, BiOCl (001) surface with higher OV concentration favored molecular oxygen activation to generate O<inf>2</inf><sup>2−</sup>via a two-electron transfer pathway, while the generated O<inf>2</inf><sup>2−</sup>could prevent the over oxidation of amines and thus achieve high selectivity in the oxidation of amines to imines. Similar phenomena were also observed for other semiconductor photocatalysts such as TiO<inf>2</inf>and Nb<inf>2</inf>O<inf>5</inf>, suggesting the generality of oxygen vacancy concentration mediated selectivity enhancement. These findings shed light on the relationship between the oxygen vacancy concentration and the surface structure of semiconductor photocatalysts and offer a novel pathway to realize photocatalytic selective oxidation of amines to imines.<br/> ©2018 Elsevier B.V.
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Oxygen Vacancy-Mediated Photocatalysis of BiOCl: Reactivity, Selectivity, and Perspectives
作者:
Li, Hao;Li, Jie;Ai, Zhihui;Jia, Falong;Zhang, Lizhi*
期刊:
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION ,2018年57(1):122-138 ISSN:1433-7851
通讯作者:
Zhang, Lizhi
作者机构:
[Zhang, Lizhi; Li, Hao; Li, Jie; Ai, Zhihui; Jia, Falong] Cent China Normal Univ, Coll Chem, Inst Environm Chem, Key Lab Pesticide & Chem Biol,Minist Educ, Wuhan 430079, Hubei, Peoples R China.
通讯机构:
[Zhang, Lizhi] C;Cent China Normal Univ, Coll Chem, Inst Environm Chem, Key Lab Pesticide & Chem Biol,Minist Educ, Wuhan 430079, Hubei, Peoples R China.
关键词:
BiOCl;nitrogen fixation;oxygen activation;photocatalysis;water splitting
摘要:
Semiconductor photocatalysis is a trustworthy approach to harvest clean solar light for energy conversions, while state-of-the-art catalytic efficiencies are unsatisfactory because of the finite light response and/or recombination of robust charge carriers. Along with the development of modern material characterization techniques and electronic-structure computations, oxygen vacancies (OVs) on the surface of real photocatalysts, even in infinitesimal concentration, are found to play a more decisive role in determining the kinetics, energetics, and mechanisms of photocatalytic reactions. This Review endeavors to clarify the inherent functionality of OVs in photocatalysis at the surface molecular level using 2D BiOCl as the platform. Structure sensitivity of OVs on reactivity and selectivity of photocatalytic reactions is intensely discussed via confining OVs onto prototypical BiOCl surfaces of different structures. The critical understanding of OVs chemistry can help consolidate and advance the fundamental theories of photocatalysis, and also offer new perspectives and guidelines for the rational design of catalysts with satisfactory performance. © 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim
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英文
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PALLADIUM-CATALYZED CROSS-COUPLING REACTIONS: A POWERFUL TOOL FOR THE SYNTHESIS OF AGROCHEMICALS
作者:
Devendar, Ponnam;Qu, Ren-Yu;Kang, Wei-Ming;He, Bo;Yang, Guang-Fu
* ( 杨光富 )
期刊:
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY ,2018年66(34):8914-8934 ISSN:0021-8561
通讯作者:
Yang, Guang-Fu
( 杨光富 )
作者机构:
[Yang, Guang-Fu; Devendar, Ponnam; Kang, Wei-Ming; Qu, Ren-Yu; He, Bo] Cent China Normal Univ, Coll Chem, Key Lab Pesticide & Chem Biol, Minist Educ, Wuhan 430079, Hubei, Peoples R China.;[Yang, Guang-Fu; Devendar, Ponnam; Kang, Wei-Ming; Qu, Ren-Yu; He, Bo] Cent China Normal Univ, Int Joint Res Ctr Intelligent Biosensor Technol &, Wuhan 430079, Hubei, Peoples R China.;[Yang, Guang-Fu] Collaborat Innovat Ctr Chem Sci & Engn, Tianjin 300071, Peoples R China.
通讯机构:
[Yang, Guang-Fu] C;Cent China Normal Univ, Coll Chem, Key Lab Pesticide & Chem Biol, Minist Educ, Wuhan 430079, Hubei, Peoples R China.;Cent China Normal Univ, Int Joint Res Ctr Intelligent Biosensor Technol &, Wuhan 430079, Hubei, Peoples R China.;Collaborat Innovat Ctr Chem Sci & Engn, Tianjin 300071, Peoples R China.
关键词:
agrochemical;herbicide;fungicide;cross-coupling;transition metal;palladium
摘要:
Pd-catalyzed cross-coupling reactions have become essential tools for the construction of carbon-carbon and carbon-heteroatom bonds. Over the last three decades, great efforts have been made with cross-coupling chemistry in the discovery, development, and commercialization of innovative new pharmaceuticals and agrochemicals (mainly herbicides, fungicides, and insecticides). In view of the growing interest in both modern crop protection and cross-coupling chemistry, this review gives a comprehensive overview of the successful applications of various Pd-catalyzed cross-coupling methodologies, which have been implemented as key steps in the synthesis of agrochemicals (on R&D and pilot-plant scales) such as the Heck, Suzuki, Sonogashira, Stille, and Negishi reactions, as well as decarboxylative, carbonylative, α-arylative, and carbon-nitrogen bond bond-forming cross-coupling reactions. Some perspectives and challenges for these catalytic coupling processes in the discovery of agrochemicals are briefly discussed in the final section. The examples chosen demonstrate that cross-coupling chemistry approaches open-up new, low-cost, and more efficient industrial routes to existing agrochemicals, and such methods also have the capability to lead the new generation of pesticides with novel modes of action for sustainable crop protection. © 2018 American Chemical Society.
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英文
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Recent progress in the development of organic dye based near-infrared fluorescence probes for metal ions
作者:
Wu, Di;Chen, Liyan;Lee, Woolin;Ko, Gyeongju;Yin, Jun* ;...
期刊:
Coordination Chemistry Reviews ,2018年354:74-97 ISSN:0010-8545
通讯作者:
Yoon, Juyoung;Yin, Jun
作者机构:
[Yoon, Juyoung; Lee, Woolin; Chen, Liyan; Ko, Gyeongju; Wu, Di] Ewha Womans Univ, Dept Chem & Nano Sci, Seoul 120750, South Korea.;[Yin, Jun] Cent China Normal Univ, Coll Chem, Minist Educ, Key Lab Pesticide & Chem Biol, Wuhan 430079, Hubei, Peoples R China.
通讯机构:
[Yoon, Juyoung] E;[Yin, Jun] C;Ewha Womans Univ, Dept Chem & Nano Sci, Seoul 120750, South Korea.;Cent China Normal Univ, Coll Chem, Minist Educ, Key Lab Pesticide & Chem Biol, Wuhan 430079, Hubei, Peoples R China.
关键词:
Bioimaging;Boron dipyrromethene difluoride (bodipy);Cyanine;Fluorescence probes;Metal ions;Near-infrared (NIR);Si–rhodamine;Squaraine
摘要:
Metal ions play important roles in various industrial and biochemical processes. Some metal ions are essential for the survival of humans, animals and plants. However, some metal ions are toxic and hence cause serious health and environmental problems. Because of these features, the detection of metal ions is of great importance. In this review, we summarize various NIR fluorescence probes for metal ions that have been developed in recent years. Additionally, this review includes some personal perspective and insight into how and where this field is progressing and key challenges to be overcome in the future. (C) 2017 Elsevier B.V. All rights reserved.
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英文
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Hierarchically Porous M–N–C (M = Co and Fe) Single-Atom Electrocatalysts with Robust MNx Active Moieties Enable Enhanced ORR Performance
作者:
Zhu, Chengzhou* ;Shi, Qiurong;Xu, Bo Z.;Fu, Shaofang;Wan, Gang;...
期刊:
Advanced Energy Materials ,2018年8(29):1801956- ISSN:1614-6832
通讯作者:
Zhu, Chengzhou;Lin, Yuehe;Su, Dong
作者机构:
[Zhu, Chengzhou; Song, Junhua; Du, Dan; Lin, Yuehe; Fu, Shaofang; Shi, Qiurong; Beckman, Scott P.; Zhu, CZ; Lin, YH] Washington State Univ, Sch Mech & Mat Engn, Pullman, WA 99164 USA.;[Zhu, Chengzhou; Du, Dan] Cent China Normal Univ, Coll Chem, Wuhan 430079, Hubei, Peoples R China.;[Xu, Bo Z.] Univ Calif Berkeley, Dept Mat Sci & Engn, Berkeley, CA 94720 USA.;[Wan, Gang] Argonne Natl Lab, Div Mat Sci, Argonne, IL 60439 USA.;[Yang, Ce] Argonne Natl Lab, Chem Sci & Engn, Argonne, IL 60439 USA.
通讯机构:
[Zhu, CZ; Lin, YH] W;[Su, Dong] B;Washington State Univ, Sch Mech & Mat Engn, Pullman, WA 99164 USA.;Brookhaven Natl Lab, Ctr Funct Nanomat, Upton, NY 11973 USA.
关键词:
M–N–C catalysts;nonprecious metal catalysts;oxygen reduction reaction;porous nanostructures;single-atom catalysts
摘要:
The great interest in fuel cells inspires a substantial amount of research on nonprecious metal catalysts as alternatives to Pt-based oxygen reduction reaction (ORR) electrocatalysts. In this work, bimodal template-based synthesis strategies are proposed for the scalable preparation of hierarchically porous M–N–C (M = Fe or Co) single-atom electrocatalysts featured with active and robust MN2 active moieties. Multiscale tuning of M–N–C catalysts regarding increasing the number of active sites and boosting the intrinsic activity of each active site is realized simultaneously at a single-atom scale. In addition to the antipoisoning power and high affinity for O2, the optimized Fe–N–C catalysts with FeN2 active site presents a superior electrocatalytic activity for ORR with a half-wave potential of 0.927 V (vs reversible hydrogen electrode (RHE)) in an alkaline medium, which is 49 and 55 mV higher than those of the Co–N–C counterpart and commercial Pt/C, respectively. Density functional theory calculations reveal that the FeN2 site is more active than the CoN2 site for ORR due to the lower energy barriers of the intermediates and products involved. The present work may help rational design of more robust ORR electrocatalysts at the atomic level, realizing the significant advances in electrochemical conversion and storage devices. © 2018 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
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英文
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Recent advances in near-infrared II fluorophores for multifunctional biomedical imaging
作者:
Ding, Feng;Zhan, Yibei;Lu, Xiaoju;Sun, Yao*
期刊:
CHEMICAL SCIENCE ,2018年9(19):4370-4380 ISSN:2041-6520
通讯作者:
Sun, Yao
作者机构:
[Ding, Feng; Sun, Yao] Cent China Normal Univ, Coll Chem,Key Lab Pesticides & Chem Biol, Chem Biol Ctr,Int Joint Res Ctr Intelligent Biose, Minist Educ,Hubei Int Sci & Technol Cooperat Base, Wuhan 430079, Hubei, Peoples R China.;[Zhan, Yibei; Lu, Xiaoju] Hubei Polytech Univ, Sch Chem & Chem Engn, Huangshi 435003, Hubei, Peoples R China.
通讯机构:
[Sun, Yao] C;Cent China Normal Univ, Coll Chem,Key Lab Pesticides & Chem Biol, Chem Biol Ctr,Int Joint Res Ctr Intelligent Biose, Minist Educ,Hubei Int Sci & Technol Cooperat Base, Wuhan 430079, Hubei, Peoples R China.
摘要:
In recent years, owing to unsatisfactory clinical imaging clarity and depths in the living body for early diagnosis and prognosis, novel imaging modalities with high bioimaging performance have been actively explored. The remarkable headway made in the second near-infrared region (NIR-II, 1000-1700 nm) has promoted the development of biomedical imaging significantly. NIR-II fluorescence imaging possesses a number of merits which prevail over the traditional and NIR-I (400-900 nm) imaging modalities in fundamental research, such as reduced photon scattering, as well as auto-fluorescence and improved penetration depth. Functional probes for instant and precise feedback of in vivo information are at the core of this modality for superb imaging. Herein, we review the recently developed fluorophores including carbon nanotubes, organic small molecules, quantum dots, conjugated polymers and rare-earth-doped materials to present superior and multifunctionality of biomedical imaging in the NIR-II regions (1000-1700 nm). © 2018 The Royal Society of Chemistry.
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英文
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Persistent free radicals in carbon-based materials on transformation of refractory organic contaminants (ROCs) in water: A critical review
作者:
Qin, Yaxin;Li, Guiying;Gao, Yanpeng;Zhang, Lizhi;Ok, Yong Sik;...
期刊:
Water Research ,2018年137:130-143 ISSN:0043-1354
通讯作者:
An, Taicheng
作者机构:
[An, Taicheng; Qin, Yaxin; Gao, Yanpeng; Li, Guiying] Guangdong Univ Technol, Inst Environm Hlth & Pollut Control, Sch Environm Sci & Engn, Guangzhou Key Lab Environm Catalysis & Pollut Con, Guangzhou 510005, Guangdong, Peoples R China.;[Zhang, Lizhi] Cent China Normal Univ, Coll Chem, Inst Environm Chem, Key Lab Pesticide & Chem Biol,Minist Educ, Wuhan 430079, Hubei, Peoples R China.;[Ok, Yong Sik] Korea Univ, O Jeong Ecoresilience Inst, Korea Blochar Res Ctr, Seoul 02841, South Korea.;[Ok, Yong Sik] Korea Univ, Div Environm Sci & Ecol Engn, Seoul 02841, South Korea.
通讯机构:
[An, Taicheng] G;Guangdong Univ Technol, Inst Environm Hlth & Pollut Control, Sch Environm Sci & Engn, Guangzhou Key Lab Environm Catalysis & Pollut Con, Guangzhou 510005, Guangdong, Peoples R China.
关键词:
*Black carbon;*Carbon-based materials;*Hydrochar;*Persistent free radicals;*Pollution control mechanism;*Refractory organic contaminants
摘要:
With the increased concentrations and kinds of refractory organic contaminants (ROCs) in aquatic environments, many previous reviews systematically summarized the applications of carbon-based materials in the adsorption and catalytic degradation of ROCs for their economically viable and environmentally friendly behavior. Interestingly, recent studies indicated that carbon-based materials in natural environment can also mediate the transformation of ROCs directly or indirectly due to their abundant persistent free radicals (PFRs). Understanding the formation mechanisms of PFRs in carbo-based materials and their interactions with ROCs is essential to develop their further applications in environment remediation. However, there is no comprehensive review so far about the direct and indirect removal of ROCs mediated by PFRs in amorphous, porous and crystalline carbon-based materials. The review aims to evaluate the formation mechanisms of PFRs in carbon-based materials synthesized through pyrolysis and hydrothermal carbonization processes. The influence of synthesis conditions (temperature and time) and carbon sources on the types as well as the concentrations of PFRs in carbon-based materials are also discussed. In particular, the effects of metals on the concentrations and types of PFRs in carbon-based materials are highlighted because they are considered as the catalysts for the formation of PFRs. The formation mechanisms of reactive species and the further transformation mechanisms of ROCs are briefly summarized, and the surface properties of carbon-based materials including surface area, types and number of functional groups, etc. are found to be the key parameters controlling their activities. However, due to diversity and complexity of carbon-based materials, the exact relationships between the activities of carbon-based materials and PFRs are still uncertain. Finally, the existing problems and current challenges for the ROCs transformation with carbon-based materials are also pointed out. © 2018 Elsevier Ltd
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英文
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