KINETIC-STUDIES OF THE REACTION OF 1-DIALKYLAMINO-2,4-DINITRONAPHTHALENES WITH BUTYLAMINE IN DIMETHYL-SULFOXIDE

被引：26

作者：

SEKIGUCHI, S ^{[1
]}

HOSOKAWA, M ^{[1
]}

SUZUKI, T ^{[1
]}

SATO, M ^{[1
]}

机构：

[1] GUNMA UNIV,DEPT APPL CHEM,KIRYU,GUNMA 376,JAPAN

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2 | 1993年 / 06期

关键词：

D O I：

10.1039/p29930001111

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The nucleophilic substitution reaction of butylamine with 1 -pyrrolidino-2,4-dinitronaphthalene (1 a) in dimethyl sulfoxide is subject to general base catalysis, whereas the reaction of the same amine with 1-piperidino- (1b) or 1-dimethylamino-2,4-dinitronaphthalene (1c) is not. General base catalysis is shown to be a consequence of rate-limiting deprotonation of the zwitterionic intermediate complex. The structures of la and lb analysed by X-ray crystallography fairly tie in with the great difference in behaviour between 1 a and 1 b.

引用

页码：1111 / 1118

页数：8

共 40 条

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