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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