MECHANISMS OF SOLVOLYTIC ALKENE-FORMING ELIMINATION-REACTIONS

被引：31

作者：

THIBBLIN, A

机构：

来源：

CHEMICAL SOCIETY REVIEWS | 1993年 / 22卷 / 06期

关键词：

D O I：

10.1039/cs9932200427

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Different types of alkene-forming elimination reactions that accompany substitution by the solvent as well as heterolysis reactions in non-nucleophilic solvents are treated. The article discusses kinetic deuterium isotope effects for such reactions and summarizes the use of extreme kinetic deuterium isotope effects as a mechanistic probe of reaction-branching in solvolytic reactions. Mechanistic borderlines are discussed.

引用

页码：427 / 433

页数：7

共 50 条

[1] SOLVOLYTIC ELIMINATION-REACTIONS - STEPWISE OR CONCERTED
CREARY, X
CASINGAL, VP
LEAHY, CE
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (05) : 1734 - 1738
[2] STUDIES IN ELIMINATION-REACTIONS .1. SOLVENT EFFECTS IN SOLVOLYTIC ELIMINATION-REACTIONS
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NARAYANAN, K
PILLAI, CN
[J]. INDIAN JOURNAL OF CHEMISTRY, 1975, 13 (06): : 552 - 554
[3] RANKS OF CARBON LEAVING GROUPS IN ALKENE-FORMING ELIMINATION
VARMA, M
STIRLING, CJM
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1981, (11) : 553 - 554
[4] ELIMINATION AND ADDITION-REACTIONS .30. LEAVING GROUP ABILITIES IN ALKENE-FORMING ELIMINATIONS ACTIVATED BY SULFONYL GROUPS
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[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1977, (14): : 1898 - 1909
[5] SOLVOLYTIC ELIMINATION-REACTIONS OF TERTIARY ALPHA-CSNME2-SUBSTITUTED SYSTEMS
CREARY, X
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[J]. JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (06): : 1887 - 1897
[6] MECHANISMS OF ELIMINATION-REACTIONS .26. ALPHA'-BETA-MECHANISM IN ELIMINATION-REACTIONS OF SULFORIUM SALTS
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BONADIES, SD
BRAUNSTEIN, M
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[J]. TETRAHEDRON, 1977, 33 (13) : 1577 - 1580
[7] MECHANISMS OF ELIMINATION-REACTIONS CATALYZED BY WEAK BASES
FORD, WT
[J]. ACCOUNTS OF CHEMICAL RESEARCH, 1973, 6 (12) : 410 - 415
[8] DEPROTONATION OF ION-PAIRS IN AQUEOUS SOLVENT - COMPETING BIMOLECULAR AND SOLVOLYTIC ELIMINATION-REACTIONS
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[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (07) : 2071 - 2076
[9] MECHANISMS OF ELIMINATION-REACTIONS .31. STEREOCHEMISTRY OF ELIMINATION-REACTIONS OF 3-PHENYL-2-BUTYL TOSYLATES
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[J]. JOURNAL OF ORGANIC CHEMISTRY, 1980, 45 (07): : 1319 - 1320
[10] BASE DEPENDENCE OF TRANSITION-STATE STRUCTURE IN ALKENE-FORMING E2 REACTIONS
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[J]. ACCOUNTS OF CHEMICAL RESEARCH, 1979, 12 (12) : 430 - 436

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