Reductive Phosphine-Mediated Ligation of Nitroxyl (HNO)

被引：94

作者：

Reisz, Julie A. ^{[1
]}

Klorig, Erika B. ^{[1
]}

Wright, Marcus W. ^{[1
]}

King, S. Bruce ^{[1
]}

机构：

[1] Wake Forest Univ, Dept Chem, Winston Salem, NC 27109 USA

来源：

ORGANIC LETTERS | 2009年 / 11卷 / 13期

基金：

美国国家卫生研究院;

关键词：

STAUDINGER LIGATION; S-NITROSOTHIOLS; NITRIC-OXIDE; CHEMISTRY; KINETICS; BIOLOGY; HEART;

D O I：

10.1021/ol900914s

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Nitroxyl (HNO) demonstrates a unique chemical and biological profile compared to nitric oxide (NO). Phosphorus NMR studies reveal that HNO reacts with triarylphosphines to give the corresponding phosphine oxide and aza-ylide. In the presence of a properly situated electrophilic ester, the aza-ylide undergoes a Staudinger ligation to yield an amide with the nitrogen atom being derived from HNO. These results define new HNO reactivity and provide the basis of new HNO detection methods.

引用

页码：2719 / 2721

页数：3

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