Non-biaryl atropisomers derived from carbohydrates. Part 3: Rotational isomerism of sterically hindered heteroaryl imidazolidine-2-ones and 2-thiones

被引：11

作者：

Avalos, M ^{[1
]}

Babiano, R

Cintas, P

Hursthouse, MB

Jiménez, JL

Light, ME

Palacios, JC

Silvero, G

机构：

[1] Univ Extremadura, Dept Quim Organ, E-06071 Badajoz, Spain

[2] Univ Southampton, Dept Chem, Southampton SO17 1BJ, Hants, England

来源：

TETRAHEDRON | 2005年 / 61卷 / 33期

关键词：

atropisomerism; carbohydrates; imidazolidines; molecular mechanics; rotational isomers;

D O I：

10.1016/j.tet.2005.06.017

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The present work describes in detail the preparation and structural characterization of a series of heteroaryls in which an o,o'-disubstituted phenyl ring is connected through a single C-N bond to a heterocyclic fragment of a chiral imidazolidine-2-one or 2-thione. As a consequence of hindered rotation, some of these substances exist as stable rotamers at room temperature and can easily be separated and characterized. Molecular mechanic calculations have also been carried out to evaluate the barriers to rotation. (c) 2005 Elsevier Ltd. All rights reserved.

引用

页码：7931 / 7944

页数：14

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