HYDROXYL GROUP (V) AND IMIDAZOLE (X) CATALYSIS - GENERAL BASE CATALYSIS OF ESTER HYDROLYSIS BY IMIDAZOLE AND INFLUENCE OF A NEIGHBORING HYDROXYL GROUP

被引：48
作者：
BRUICE, TC
FIFE, TH
BENKOVIC, P
BRUNO, JJ
机构：
来源：
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 1962年 / 84卷 / 15期
关键词：
D O I：
10.1021/ja00874a035
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
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页码：3012 / &
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[1]  
ANDERSON B, 1961, J BIOL CHEM, V236, P455
[2]   THE IMIDAZOLE-CATALYZED HYDROLYSIS OF PARA-NITROPHENYL ACETATE [J].
BENDER, ML ;
TURNQUEST, BW .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1957, 79 (07) :1652-1655
[3]   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-&
[4]   THE INFRARED CARBONYL BAND INTENSITY IN SOME SUBSTITUTED ETHYL ACETATES [J].
BROWN, TL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1958, 80 (14) :3513-3515
[5]   HYDROXYL GROUP CATALYSIS .4. MECHANISM OF INTRAMOLECULAR PARTICIPATION OF ALIPHATIC HYDROXYL GROUP IN AMIDE HYDROLYSIS [J].
BRUICE, TC ;
MARQUARDT, FH .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1962, 84 (03) :365-&
[6]   IMIDAZOLE CATALYSIS .1. THE CATALYSIS OF THE HYDROLYSIS OF PHENYL ACETATES BY IMIDAZOLE [J].
BRUICE, TC ;
SCHMIR, GL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1957, 79 (07) :1663-1667
[7]   IMIDAZOLE CATALYSIS .4. THE REACTION OF GENERAL BASES WITH PARA-NITROPHENYL ACETATE IN AQUEOUS SOLUTION [J].
BRUICE, TC ;
LAPINSKI, R .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1958, 80 (09) :2265-2267
[8]   IMIDAZOLE CATALYSIS .6. THE INTRAMOLECULAR NUCLEOPHILIC CATALYSIS OF THE HYDROLYSIS OF AN ACYL THIOL - THE HYDROLYSIS OF NORMAL-PROPYL GAMMA-(4-IMIDAZOLYL)-THIOLBUTYRATE [J].
BRUICE, TC .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1959, 81 (20) :5444-5449
[9]   IMIDAZOLE CATALYSIS .5. THE INTRAMOLECULAR PARTICIPATION OF THE IMIDAZOLYL GROUP IN THE HYDROLYSIS OF SOME ESTERS AND THE AMIDE OF GAMMA-(4-IMIDAZOLYL)-BUTYRIC ACID AND 4-(2'-ACETOXYETHYL)-IMIDAZOLE [J].
BRUICE, TC ;
STURTEVANT, JM .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1959, 81 (11) :2860-2870
[10]   HYDROXYL GROUP CATALYSIS .2. REACTIVITY OF HYDROXYL GROUP OF SERINE - NUCLEOPHILICITY OF ALCOHOLS AND EASE OF HYDROLYSIS OF THEIR ACETYL ESTERS AS RELATED TO THEIR PKA [J].
BRUICE, TC ;
BRUNO, JJ ;
BRANDON, NE ;
FIFE, TH .
BIOCHEMISTRY, 1962, 1 (01) :7-&
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