WEAKLY NUCLEOPHILIC LEAVING GROUPS - SOLVOLYSES OF 1-ADAMANTYL AND TERT-BUTYL HEPTAFLUOROBUTYRATES AND TRIFLUOROACETATES

被引:52
作者
BENTLEY, TW
ROBERTS, K
机构
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2 | 1989年 / 08期
关键词
D O I
10.1039/p29890001055
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:1055 / 1060
页数:6
相关论文
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[1]   LINEAR SOLVATION ENERGY RELATIONSHIPS .37. AN ANALYSIS OF CONTRIBUTIONS OF DIPOLARITY POLARIZABILITY, NUCLEOPHILIC ASSISTANCE, ELECTROPHILIC ASSISTANCE, AND CAVITY TERMS TO SOLVENT EFFECTS ON TERT-BUTYL HALIDE SOLVOLYSIS RATES [J].
ABRAHAM, MH ;
DOHERTY, RM ;
KAMLET, MJ ;
HARRIS, JM ;
TAFT, RW .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1987, (07) :913-920
[2]   DOUBLY DESTABILIZED CARBOCATIONS - STRONG ARYL DELOCALIZATION AND THE ATTENUATION OF RATE DECELERATING EFFECTS OF CF3 AND CN GROUPS [J].
ALLEN, AD ;
KANAGASABAPATHY, VM ;
TIDWELL, TT .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (12) :3470-3474
[3]   SOLVOLYSES OF PARA-SUBSTITUTED BENZOYL CHLORIDES IN TRIFLUORETHANOL AND IN HIGHLY AQUEOUS-MEDIA [J].
BENTLEY, TW ;
HARRIS, HC .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1986, (04) :619-624
[4]   SEPARATION OF MASS LAW AND SOLVENT EFFECTS IN KINETICS OF SOLVOLYSES OF PARA-NITROBENZOYL CHLORIDE IN AQUEOUS BINARY-MIXTURES [J].
BENTLEY, TW ;
HARRIS, HC .
JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (04) :724-728
[6]   LEAVING GROUP AND SOLVENT EFFECTS ON SN1 REACTIONS OF ADAMANTYL SUBSTRATES - CONTRIBUTIONS FROM ELECTROSTATIC, ELECTROPHILIC, AND LIPOPHILIC EFFECTS [J].
BENTLEY, TW ;
ROBERTS, K .
JOURNAL OF ORGANIC CHEMISTRY, 1985, 50 (24) :4821-4828
[8]   ESTER HYDROLYSIS IN AQUEOUS SULFURIC-ACID - EFFECTS OF SOLVENT IONIZING POWER AND NUCLEOPHILICITY SEPARATED FROM THE EFFECTS OF PROTONATION OF SUBSTRATE [J].
BENTLEY, TW ;
JURCZYK, S ;
ROBERTS, K ;
WILLIAMS, DJ .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1987, (03) :293-299
[9]   SOLVENT IONIZING POWER - COMPARISONS OF SOLVOLYSES OF 1-ADAMANTYL CHLORIDES, BROMIDES, IODIDES, AND TOSYLATES IN PROTIC SOLVENTS [J].
BENTLEY, TW ;
CARTER, GE ;
ROBERTS, K .
JOURNAL OF ORGANIC CHEMISTRY, 1984, 49 (26) :5183-5189
[10]   BRIDGEHEAD SOLVOLYTIC REACTIVITY - A UNIFIED DATA SET TO TEST MOLECULAR MECHANICS [J].
BENTLEY, TW ;
ROBERTS, K .
JOURNAL OF ORGANIC CHEMISTRY, 1985, 50 (26) :5852-5855