HYDROLYSIS OF AMIDES - STERIC EFFECTS ON KINETICS AND MECHANISM OF THE BASIC HYDROLYSIS OF N-ACYLCARBAZOLES

被引:10
作者
CIPICIANI, A
LINDA, P
SAVELLI, G
机构
[1] Dipartimento di Chimica, Universita di Perugia, Perugia
关键词
D O I
10.1002/jhet.5570160412
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The hydroxide ion catalyzed hydrolysis of a series of N‐acylcarbazoles has been studied in water at 25°. Both the rate constants of formation of the tetrahedral intermediate and of its collapse to products are strongly increased by alkyl group branching in the acyl portion. Copyright © 1979 Journal of Heterocyclic Chemistry
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页码:677 / 678
页数:2
相关论文
共 7 条
[1]  
Bruylants A., 1960, REC CHEM PROGR, V21, P213
[2]  
CIPICIANI A, J CHEM SOC P2
[3]   The influence of alkyl groups upon reaction velocities in solution Part IV The alkaline and acid hydrolyses of the ethyl esters of the lower saturated aliphatic acids in aqueous acetone [J].
Davies, G ;
Evans, DP .
JOURNAL OF THE CHEMICAL SOCIETY, 1940, :339-345
[4]   NUCLEOPHILIC REACTIVITIES TOWARD SUBSTITUTED ARYL TRIMETHYLACETATES - CONFLICTING STERIC EFFECTS OF GROUND-STATE ACTIVATION AND TRANSITION-STATE CROWDING [J].
DOUGLAS, KT ;
NAKAGAWA, Y ;
KAISER, ET .
JOURNAL OF ORGANIC CHEMISTRY, 1977, 42 (23) :3677-3681
[5]   The influence of alkyl groups upon reaction velocities in solution. Part III. The alkaline hydrolysis of saturated aliphatic esters. [J].
Evans, DP ;
Gordon, JJ ;
Watson, HB .
JOURNAL OF THE CHEMICAL SOCIETY, 1938, :1439-1444
[7]   THE BASE-CATALYSED HYDROLYSIS OF CERTAIN ALIPHATIC AMIDES AND P-ALKYLBENZAMIDES [J].
PACKER, J ;
THOMSON, AL ;
VAUGHAN, J .
JOURNAL OF THE CHEMICAL SOCIETY, 1955, :2601-2603