PHOSPHORUS ANALOGS OF AMINO-ACIDS AND PEPTIDES .12. REACTION OF SODIUM DIETHYL PHOSPHITE WITH AROMATIC ALDAZINES AND HYDRAZONES

被引：14

作者：

TOPOLSKI, M

RACHON, J

机构：

[1] Department of Organic Chemistry, Technical University of Gdánsk

来源：

PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS | 1991年 / 55卷 / 1-4期

关键词：

SINGLE ELECTRON TRANSFER; NON-CHAIN REACTION; SODIUM DIETHYL PHOSPHITE; AROMATIC ALDAZINES; BENZOYLHYDRAZONES; N N BOND CLEAVAGE;

D O I：

10.1080/10426509108045928

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The mechanism of the reaction of sodium diethyl phosphite with aromatic aldazines has been investigated. The initially formed monoaddition product (4) reacts with the excess of phosphorus reagent prior to the conceivable addition of diethyl phosphite to the C=N double bond. Cleavage of the N-N single bond is initiated by Single Electron Transfer from phosphite anion to the conjugated N=CH-Ph bond system. The scope of the reaction can be extended to other aromatic hydrazones. There is strong evidence to support the operation of a non-chain SET mechanism. © 1991, Taylor & Francis Group, LLC. All rights reserved.

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页码：97 / 110

页数：14

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