作者机构：
[She, Neng‐Fang; Wu, An‐Xin; Li, Yi‐Tao; Chen, Yun‐Feng] Cent China Normal Univ, Coll Chem, Minist Educ, Key Lab Pesticides & Chem Biol, Wuhan 430079, Peoples R China.
通讯机构：
[Wu, AX] C;Cent China Normal Univ, Coll Chem, Minist Educ, Key Lab Pesticides & Chem Biol, Wuhan 430079, Peoples R China.
摘要：
In the title glycoluril derivative, C18H28N6O8, the N - C-carbonyl bond distances are much shorter than the other N - C bond distances in the same five-membered ring, indicating electron delocalization within the nearly planar ring. Both six-membered rings display chair conformations.
期刊：
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,2004年126(32):10035-10043 ISSN：0002-7863
通讯作者：
Isaacs, L
作者机构：
[Isaacs, L] Univ Maryland, Dept Chem & Biochem, College Pk, MD 20742 USA.;Cent China Normal Univ, Coll Chem, Wuhan 430079, Peoples R China.
通讯机构：
[Isaacs, L] U;Univ Maryland, Dept Chem & Biochem, College Pk, MD 20742 USA.
摘要：
We report the synthesis and characterization of eight C-shaped methylene-bridged glycoluril dimers (1-8) bearing hydrogen-bonding amide groups on their aromatic rings. Compounds 1-6 undergo tight dimerization in CDCl <inf>3</inf> solution (K<inf>s</inf> >9 ×10<sup>5</sup> M <sup>-1</sup>);binary mixtures of 1-7 form mixtures of homodimers and heterodimers in moderately selective dimerization processes (0.23 &le K <inf>eq</inf> &le 768;0.253 &le χAB <0.933). The high affinity formation of 1·1-6·6 is due to the commensurate nature of the geometrical constraints imposed by the π-πinteractions and only two hydrogen bonds. The differential response of the strengths of the π-πinteractions and H-bonds of 2·2 to changes in solvent polarity-from C<inf>6</inf>D<inf>6</inf> to D<inf>2</inf>O-results in the formation of a solvent-independent isostructural aggregate that exhibits high affinity dimerization across the full range of solvents.
