Analysis of the stereodynamics of 2,2'-disubstituted biphenyls by dynamic chromatography

被引：16

作者：

Wolf, Christian ^{[1
]}

Xu, Hanhui ^{[1
]}

机构：

[1] Georgetown Univ, Dept Chem, Washington, DC 20057 USA

来源：

TETRAHEDRON LETTERS | 2007年 / 48卷 / 39期

关键词：

D O I：

10.1016/j.tetlet.2007.07.186

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

In contrast to 2,2'-diisopropylbiphenyl, 2-phenyl-2'-isopropylbiphenyl, 1, and 2-cyclohexyl-2'-phenylbiphenyl, 2 undergo racemization at room temperature. Chiral HPLC analysis on Chiralcel OD show formation of a temperature-dependent plateau between the well-resolved peaks due to simultaneous enantioseparation and on-column enantioconversion. The rotational energy barrier of these axially chiral compounds has been determined as 91.3 (1) and 91.4 kJ/mol (2) by computer simulation of experimentally obtained HPLC elution profiles. (C) 2007 Elsevier Ltd. All rights reserved.

引用

页码：6886 / 6889

页数：4

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