ELIMINATION-REACTIONS OF BETA-CYANO THIOETHERS - INTERNAL RETURN AND THE LIFETIME OF THE CARBANION INTERMEDIATE

被引:31
作者
FISHBEIN, JC [1 ]
JENCKS, WP [1 ]
机构
[1] BRANDEIS UNIV,GRAD DEPT BIOCHEM,WALTHAM,MA 02254
关键词
D O I
10.1021/ja00223a029
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
引用
收藏
页码:5087 / 5095
页数:9
相关论文
共 67 条
[41]   PRIMARY AND SECONDARY BETA-DEUTERIUM KINETIC ISOTOPE EFFECTS IN THE 1,3-PROTOTROPIC REARRANGEMENT OF 1-METHYLINDENE USING TERTIARY-AMINES AS CATALYSTS IN THE SOLVENTS TOLUENE AND DIMETHYL-SULFOXIDE [J].
MATSSON, O .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1985, (02) :221-226
[42]   INSTABILITY OF PLANAR STRUCTURE OF CARBANION (-)-CH2-CN [J].
MEZEY, PG ;
ROBB, MA ;
YATES, K ;
CSIZMADIA, IG .
THEORETICA CHIMICA ACTA, 1978, 49 (03) :277-281
[43]   STRUCTURES, STABILITIES, AND ENERGIES OF ISOMERIZATION OF ALPHA-CYANO AND ALPHA-ISOCYANO CARBANIONS [J].
MOFFAT, JB .
INTERNATIONAL JOURNAL OF QUANTUM CHEMISTRY, 1982, 22 (02) :299-306
[44]   CARBANION SPECTROSCOPY - CH2CN- [J].
MORAN, S ;
ELLIS, HB ;
DEFREES, DJ ;
MCLEAN, AD ;
ELLISON, GB .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (20) :5996-6003
[45]   BETA-ELIMINATION OF 9-FLUORENYLMETHANOL IN AQUEOUS SOLUTION - AN E1CB MECHANISM [J].
OFERRALL, RA ;
SLAE, S .
JOURNAL OF THE CHEMICAL SOCIETY B-PHYSICAL ORGANIC, 1970, (02) :260-&
[46]  
OLWEGARD M, 1985, J AM CHEM SOC, V107, P7494
[47]   RATES OF IONIZATION OF PSEUDO ACIDS .4. RELATION BETWEEN RATES AND EQUILIBRIA [J].
PEARSON, RG ;
DILLON, RL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1953, 75 (10) :2439-2443
[48]  
Pottel R., 1973, WATER COMPREHENSIVE, V3, P401
[49]   KINETICS OF PROTON EXCHANGE IN IONIZATION AND ACID DISSOCIATION OF IMIDAZOLE IN AQUEOUS ACID [J].
RALPH, EK ;
GRUNWALD, E .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1969, 91 (10) :2422-&
[50]  
REDMAN RP, 1978, J CHEM SOC PERK T 2, P1135, DOI 10.1039/p29780001135