摘要：
The radical alkylation of 1,4-naphthoquinone with various lengths of fatty acids [H(CH2)nCO2H] in the presence of (NH4)2S2O8 and AgNO3 was studied. A simple and effective method was found for the synthesis of vitamin-K derivatives with different lengths of alkyl side chain. Two types of vitamin-K derivatives were synthesized. The first type, 2-alkyl-1,4-naphthoquinones, was synthesized by a single step of radical alkylation of 1,4-naphthoquinone with different lengths of fatty acids. The second type, 2-alkyl-3-methyl-1,4-naphthoquinones, was synthesized by radical alkylation of 2-methyl-1,4-naphthoquinone using the same reaction as for the first type, or by radical methylation of the first type. Our results show that the former method is suitable for the synthesis of long-side-chain (n > 11; n, number of carbon atoms in chain of the fatty acid) vitamin-K derivatives, whereas the latter method is better for the synthesis of short-side-chain (n < 11) vitamin-K derivatives. The structures of these newly synthesized vitamin-K derivatives were identified by UV, IR, H-1 NMR and MS spectra.
期刊：
Computational and Theoretical Chemistry,1991年226(3-4):339-349 ISSN：2210-271X
通讯作者：
ZHAN, CG
作者机构：
Department of Chemistry, Central China Normal University, Wuhan, 430070 People's Republic of China
通讯机构：
[ZHAN, CG] C;CENT CHINA NORMAL UNIV, DEPT CHEM, WUHAN 430070, PEOPLES R CHINA.
摘要：
On the basis of a general conclusion expressed in the Appendix, in this paper, we firstly discuss the symmetry properties of the orthogonalized AO basis set obtained by use of the canonical orthogonalization, then suggest a simple and systematic method for constructing a set of ortho-normalized symmetry orbitais which are fully classified according to the basis vectors for the rows of the irreducible representations of the corresponding molecular point symmetry group. By use of the orbitais obtained, the Hamiltonian or Fock matrix can be fully block diagonalized according to the rows of the irreducible representations.
