Chiral recognition in cyclic α-hydroxy carbonyl compounds:: A theoretical study

被引：10

作者：

Alkorta, I ^{[1
]}

Picazo, O ^{[1
]}

Elguero, J ^{[1
]}

机构：

[1] CSIC, Inst Quim Med, E-28006 Madrid, Spain

来源：

JOURNAL OF PHYSICAL CHEMISTRY A | 2005年 / 109卷 / 14期

关键词：

D O I：

10.1021/jp050479n

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

A theoretical study (DFT and MP2) of the self-association of homochiral (RR or SS) and heterochiral (RS or SR) dimers of three series of cyclic alpha-hydroxy-carbonyl derivatives has been carried out. The solvation effect on the parent derivative dimers has been explored, showing nonsignificant changes in the configurations preferred but altering in some cases the homo/heterochiral preference of the dimers. The results in the gas phase of the systems with different substituents show a preference for the heterochiral dimers. The energetic results have been analyzed with the NBO and AIM methodologies. Optical rotatory power calculations of the monomers and homochiral dimers show large variations of this parameter depending on the substituents and the complexation.

引用

页码：3262 / 3266

页数：5

共 43 条

[1] Effect of fluoro substituents and central atom nature on chiral derivatives of bisdiphenylborates and isoelectronic structures [J].