Determination of the R a‡" S enantiomerization barrier in 5,6-dihydrobenzoimidazo[1,2-c]quinazolines

被引：2
|
作者：
Morozov, P. G. [1 ]
Kurbatov, S. V. [1 ]
机构：
[1] So Fed Univ, Rostov Na Donu 344090, Russia
来源：
CHEMISTRY OF HETEROCYCLIC COMPOUNDS | 2012年 / 48卷 / 05期
基金：
俄罗斯基础研究基金会;
关键词：
benzimidazole; quinazoline; enantiomerization; rearrangement; dynamic H-1 NMR;
D O I：
10.1007/s10593-012-1054-7
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Chiral imidazoquinazolines undergoing thermally induced reversible R a double dagger" S enantiomerization have been synthesized by the interaction of 2-(o-aminophenyl)benzimidazoles with aldehydes and ketones. The benzimidazole fragment has been used for the first time as an indicator group in temperature-dependent H-1 NMR spectra for determining the energy barrier of this rearrangement. The effects of nearby substituents on the kinetic and activation parameters, and on the recyclization mechanism have been investigated.
引用
收藏
页码：758 / 765
页数：8
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