SOLVOLYSIS OF 1-ARYL-2,2,2-TRIFLUOROETHYL SULFONATES - KINETIC AND STEREOCHEMICAL EFFECTS IN THE GENERATION OF HIGHLY ELECTRON-DEFICIENT CARBOCATIONS

被引：81

作者：

ALLEN, AD ^{[1
]}

AMBIDGE, IC ^{[1
]}

CHE, C ^{[1
]}

MICHAEL, H ^{[1
]}

MUIR, RJ ^{[1
]}

TIDWELL, TT ^{[1
]}

机构：

[1] UNIV TORONTO,SCARBOROUGH COLL,DEPT CHEM,W HILL M1C 1A4,ONTARIO,CANADA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 1983年 / 105卷 / 08期

关键词：

D O I：

10.1021/ja00346a039

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

引用

页码：2343 / 2350

页数：8

共 65 条

[1] SOLVOLYTIC REACTIVITY OF 1-TRIFLUOROMETHYL-1-PHENYLETHYL TOSYLATE - FORMATION OF A HIGHLY DESTABILIZED CARBONIUM-ION [J].

ALLEN, AD ;

JANSEN, MP ;

KOSHY, KM ;

MANGRU, NN ;

TIDWELL, TT .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1982, 104 (01) :207-211

[2] ADDITION OF TRIFLUOROACETIC-ACID TO SUBSTITUTED STYRENES [J].

ALLEN, AD ;

ROSENBAUM, M ;

SETO, NOL ;

TIDWELL, TT .

JOURNAL OF ORGANIC CHEMISTRY, 1982, 47 (22) :4234-4239

[3]

Bentley T.W., 1977, ADV PHYS ORG CHEM, V14, P32

[4] THE SN2-SN1 SPECTRUM .3. SOLVOLYSES OF SECONDARY AND TERTIARY ALKYL SULFONATES IN FLUORINATED ALCOHOLS - FURTHER EVIDENCE FOR THE SN2 (INTERMEDIATE) MECHANISM [J].

BENTLEY, TW ;

BOWEN, CT ;

MORTEN, DH ;

SCHLEYER, PV .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1981, 103 (18) :5466-5475

[5] THE SN2-SN1 SPECTRUM .4. THE SN2 (INTERMEDIATE) MECHANISM FOR SOLVOLYSES OF TERT-BUTYL CHLORIDE - A REVISED Y-SCALE OF SOLVENT IONIZING POWER BASED ON SOLVOLYSES OF 1-ADAMANTYL CHLORIDE [J].

BENTLEY, TW ;

CARTER, GE .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1982, 104 (21) :5741-5747

[6] SOLVOLYSES OF SECONDARY SULFONATES IN AQUEOUS ETHANOL AND ACETONE - NON-LINEAR MY RELATIONSHIPS DUE TO LEAVING GROUP AND MEDIUM EFFECTS [J].

BENTLEY, TW ;

BOWEN, CT ;

BROWN, HC ;

CHLOUPEK, FJ .

JOURNAL OF ORGANIC CHEMISTRY, 1981, 46 (01) :38-42

[7] SN2-SN1 SPECTRUM .1. ROLE OF NUCLEOPHILIC SOLVENT ASSISTANCE AND NUCLEOPHILICALLY SOLVATED ION-PAIR INTERMEDIATES IN SOLVOLYSES OF PRIMARY AND SECONDARY ARENESULFONATES [J].

BENTLEY, TW ;

SCHLEYER, PV .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1976, 98 (24) :7658-7666

[8] EFFECT OF CARBONYL + RELATED GROUPS ON REACTIVITY OF HALIDES IN SN2 REACTIONS [J].

BORDWELL, FG ;

BRANNEN, WT .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1964, 86 (21) :4645-&

[9] DIRECTIVE EFFECTS IN AROMATIC SUBSTITUTION .30. ELECTROPHILIC SUBSTITUENT CONSTANTS [J].

BROWN, HC ;

OKAMOTO, Y .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1958, 80 (18) :4979-4987

[10] STRUCTURAL EFFECTS IN SOLVOLYTIC REACTIONS .28. SOLVOLYSIS OF 1-ARYL-1-CYCLOPROPYL 3,5-DINITROBENZOATES CONTAINING STRONGLY ELECTRON-SUPPLYING ARYL GROUPS - EVIDENCE FOR 2 DISTINCT REACTION PROCESSES INVOLVING ASSISTED (K-DELTA) AND UNASSISTED (KC) MECHANISMS [J].

BROWN, HC ;

RAO, CG ;

RAVINDRANATHAN, M .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1978, 100 (25) :7946-7953

← 1 2 3 4 5 6 7 →