Synthesis, Chiral Separation, and Absolute Configuration of Bis-(N-aryl) Atropisomeric Triads: 1,2-Bis-[4-methyl-2-(thi)oxo-2,3-dihydrothiazol-3-yl]-benzene

被引：6
|
作者：
Roussel, Christian [1 ]
Kaid-Slimane, Radia [1 ]
Andreoli, Federico [1 ]
Renaudin, Mailis [1 ]
Vanthuyne, Nicolas [1 ]
机构：
[1] Univ Paul Cezanne, UMR Chirosci 6263, Lab Stereochim Dynam & Chiralite, F-13397 Marseille 20, France
来源：
CHIRALITY | 2009年 / 21卷 / 01期
关键词：
atropisomer; molecular triads; absolute configuration; chiral HPLC; barrier to rotation; heterocycles; TRANS ROTATIONAL ISOMERS; COFACIAL AROMATIC RINGS; STABILIZING INTERACTIONS; DYNAMIC NMR; C-N; BARRIERS; PI; STEREODYNAMICS; DERIVATIVES; SALTS;
D O I：
10.1002/chir.20599
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
In this work, a series of 1,2-bis-[4-methyl-2-(thi)oxo-2,3-dihydrothiazol-3-yl]-benzene has been prepared. These atropisomeric molecular triads were exclusively found to exist in the anti-form. They were separated into enantiomers by liquid chromatography on a chiral support. The absolute configurations of the enantiomers were determined using a chemical correlation method together with chiral chromatography. The barriers to interconversion of the enantiomers were determined. Chirality 21:160166,2009. (C) 2008 Wiley-Liss, Inc.
引用
收藏
页码：160 / 166
页数：7
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