STEREOCHEMISTRY AND KINETICS OF AMINES ADDITION TO ACETYLENIC ESTERS

被引：11

作者：

SHARAF, SM ^{[1
]}

ELSADANY, SK ^{[1
]}

HAMED, EA ^{[1
]}

YOUSSEF, AHA ^{[1
]}

机构：

[1] UNIV ALEXANDRIA,FAC SCI,DEPT CHEM,ALEXANDRIA,EGYPT

来源：

CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE | 1991年 / 69卷 / 09期

关键词：

NUCLEOPHILIC ADDITION TO ACETYLENIC ESTERS;

D O I：

10.1139/v91-213

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The reactions of a series of methyl para-substituted phenylpropiolates 1a-e with piperidine, morpholine, and diethylamine in methanol and dimethylformamide (DMF) have been studied and their rates measured. The products were methyl beta-(N,N-dialkylamino)-p-substituted cinnamates 2-4a-e. H-1 NMR spectra were used to determine the configuration of the products. The rho-values in methanol ranged between 0.34 and 1.24 whereas in DMF they were between 0.85 and 1.88. The values of DELTA-S not-equal-to favor a bimolecular rate-limiting step mechanism.

引用

页码：1445 / 1449

页数：5

共 20 条

[1]

Bellamy L.J., 1975, LONDON

[2]

DICKSTEIN JI, 1978, CHEM CARBON CARBON 2

[3] STEROESPECIFICITY OF AMINE ADDITIONS TO ACETYLENIC ESTERS [J].