NUCLEOPHILIC REACTIVITIES TOWARD SUBSTITUTED ARYL TRIMETHYLACETATES - CONFLICTING STERIC EFFECTS OF GROUND-STATE ACTIVATION AND TRANSITION-STATE CROWDING

被引:7
作者
DOUGLAS, KT [1 ]
NAKAGAWA, Y [1 ]
KAISER, ET [1 ]
机构
[1] UNIV CHICAGO,DEPT CHEM,CHICAGO,IL 60637
关键词
D O I
10.1021/jo00443a009
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
引用
收藏
页码:3677 / 3681
页数:5
相关论文
共 24 条
[1]   PREDICTION OF STRENGTHS OF ORGANIC ACIDS [J].
BARLIN, GB ;
PERRIN, DD .
QUARTERLY REVIEWS, 1966, 20 (01) :75-&
[2]   DEUTERIUM OXIDE SOLVENT ISOTOPE EFFECTS IN NUCLEOPHILIC REACTIONS OF PHENYL ESTERS [J].
BENDER, ML ;
NEVEU, M ;
POLLOCK, EJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1962, 84 (04) :595-&
[3]   REACTIONS OF GENERAL BASES AND NUCLEOPHILES WITH BIS(PARA NITROPHENYL) METHYLPHOSPHONATE [J].
BRASS, HJ ;
BENDER, ML .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1972, 94 (21) :7421-&
[5]   NUCLEOPHILIC VERSUS GENERAL BASE CATALYSIS IN PHOSPHYL (PV) GROUP TRANSFER - APPLICATION TO ALPHA-CHYMOTRYPSIN ACTION [J].
DOUGLAS, KT ;
WILLIAMS, A .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1976, (05) :515-521
[6]   CARBOXYPEPTIDASE Y-CATALYZED HYDROLYSIS OF ARYL TRIMETHYLACETATES - NATURE OF DEACYLATION REACTION OF TRIMETHYLACETYLCARBOXYPEPTIDASE-Y [J].
DOUGLAS, KT ;
NAKAGAWA, Y ;
KAISER, ET .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1975, (11) :429-430
[7]   MECHANISTIC STUDIES OF CARBOXYPEPTIDASE-Y - KINETIC DETECTION OF AN ACYL-ENZYME INTERMEDIATE IN TRIMETHYLACETATE ESTERASE ACTION [J].
DOUGLAS, KT ;
NAKAGAWA, Y ;
KAISER, ET .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1976, 98 (25) :8231-8236
[8]  
DOUGLAS KT, 1973, THESIS U KENT
[9]   THE SOLVOLYSIS OF TETRABENZYLPYROPHOSPHATE [J].
DUDEK, GO ;
WESTHEIMER, FH .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1959, 81 (11) :2641-2646
[10]   CATALYSIS OF HYDROLYSIS OF ISOPROPYL METHYLPHOSPHONOFLUORIDATE IN AQUEOUS SOLUTIONS BY PRIMARY AMINES [J].
EPSTEIN, J ;
CANNON, PL ;
SOWA, JR .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1970, 92 (25) :7390-&