A STUDY OF SOLVENT EFFECT ON THE OPTICAL-ROTATION OF CHIRAL BIARYLS

被引：40

作者：

GOTTARELLI, G ^{[1
]}

OSIPOV, MA ^{[1
]}

SPADA, GP ^{[1
]}

机构：

[1] ACAD SCI USSR,INST CRYSTALLOG,MOSCOW 117333,USSR

来源：

JOURNAL OF PHYSICAL CHEMISTRY | 1991年 / 95卷 / 09期

关键词：

D O I：

10.1021/j100162a080

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：

We report that axially chiral biaryls, bridged or unbridged, show remarkable variations in their optical rotatory power in passing from ordinary to biphenyl-type solvents. These variations are in the sense expected if some molecules of the solvent adopt the same helicity as the solute. Molecular statistical calculations of the optical activity of the fluids were developed by using the density functional approach. The chiral part of the correlation function was estimated considering the steric repulsion term as the predominant factor. The results show that there is an excess of solvent molecules, with the same helicity as the solute, of the same order of magnitude as the concentration of the optically active solute. This is confirmed by an empirical comparison of the observed optical rotation with that of a resolved model of the chiral solvent.

引用

页码：3879 / 3884

页数：6

共 26 条

[1] PREPARATIONS AND REACTIONS OF SYMMETRICAL DIMETHYLENEBIPHENYL DIANIONS - CONFORMATIONS OF [0.N]-ORTHO-CYCLOPHANES - A SIMPLE NMR METHOD FOR DETERMINING TWIST ANGLES IN BIPHENYLS [J].