Resonance description of S-Nitrosothiols:: Insights into reactivity

被引：39
|
作者：
Timerghazin, Qadir K.
Peslherbe, Gilles H.
English, Ann M.
机构：
[1] Concordia Univ, Ctr Res Mol Modeling, Montreal, PQ H4B 1R6, Canada
[2] Concordia Univ, Dept Chem & Biochem, Montreal, PQ H4B 1R6, Canada
来源：
ORGANIC LETTERS | 2007年 / 9卷 / 16期
关键词：
D O I：
10.1021/ol0711016
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A resonance representation of the electronic structure of S-nitrosothiols as a combination of the conventional R-S-NO structure, a zwitterionic structure R-S+N-O-, and a RS-/NO+ ion pair is proposed. The resonance forms are employed to predict and rationalize the structural and conformational properties of RSNOs, their interaction with Lewis acids, and their overall chemical reactivity.
引用
收藏
页码：3049 / 3052
页数：4
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