SOLVOLYSIS OF 2-[3,5-BIS(TRIFLUOROMETHYL)PHENYL]-2-NORBORNYL P-NITROBENZOATES AND 1-ARYLCYCLOPENTYL P-NITROBENZOATES - FAILURE OF A FURTHER INCREASE IN ELECTRON DEMAND TO ALTER EXO-ENDO RATE RATIO

被引：25

作者：

BROWN, HC ^{[1
]}

RAVINDRANATHAN, M ^{[1
]}

TAKEUCHI, KI ^{[1
]}

PETERS, EN ^{[1
]}

机构：

[1] PURDUE UNIV,RICHARD B WETHERILL LAB,W LAFAYETTE,IN 47907

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 1975年 / 97卷 / 10期

关键词：

D O I：

10.1021/ja00843a048

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

引用

页码：2899 / 2900

页数：2

共 16 条

[1]

BARTLETT PD, 1965, NONCLASSICAL IONS, P526

[2] ADDITIONS TO BICYCLIC OLEFINS .7. ELECTROPHILIC ADDITION OF HYDROGEN-CHLORIDE AND DEUTERIUM CHLORIDE TO NORBORNENE, 2-METHYLENENORBORNANE, AND RELATED BICYCLIC OLEFINS - EVIDENCE FOR A CARBONIUM-ION PROCESS AND CAPTURE OF UNSYMMETRICAL (CLASSICAL) 2-NORBORNYL CATIONS [J].

BROWN, HC ;

LIU, KT .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1975, 97 (03) :600-610

[3] SOLVOLYSIS OF 2-ARYL-5-METHYL-2-NORBORNENYL PARA-NITROBENZOATES - EVIDENCE FOR PI PARTICIPATION AS A FACTOR IN VARIATION OF RATES AND PRODUCTS WITH INCREASING ELECTRON DEMAND AT CATIONIC CENTER [J].

BROWN, HC ;

RAVINDRA.M ;

PETERS, EN .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1974, 96 (23) :7351-7352

[4] SOLVOLYSIS OF 2-ARYL-6-METHOXYBENZONORBORNEN-2-YL P-NITROBENZOATES CONTAINING REPRESENTATIVE SUBSTITUENTS IN 2-ARYL GROUP . VARIATION IN EXO/ENDO RATE RATIO WITH ELECTRON DEMAND OF 2-ARYL GROUP [J].

BROWN, HC ;

LIU, KT .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1969, 91 (21) :5909-&

[5] QUESTION OF SIGMA-BRIDGING IN SOLVOLYSIS OF 2-NORBORNYL DERIVATIVES [J].

BROWN, HC .

ACCOUNTS OF CHEMICAL RESEARCH, 1973, 6 (11) :377-386

[6] HIGH EXO - ENDO RATE RATIO AND PREDOMINANT EXO SUBSTITUTION IN SOLVOLYSIS OF 2-P-ANISYLNORBORNYL DERIVATIVES . CHARACTERISTICS OF A HIGHLY STABILIZED CLASSICAL NORBORNYL CATION [J].

BROWN, HC ;

TAKEUCHI, K .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1968, 90 (10) :2691-&

[7]

BROWN HC, 1968, J AM CHEM SOC, V90, P2693

[8]

BROWN HC, 1957, J ORG CHEM, V22, P485

[9]

BROWN HC, IN PRESS

[10] PROTON NUCLEAR MAGNETIC-RESONANCE STUDY OF 2-ARYL-2-NORBORNYL CATIONS - ONSET OF NONCLASSICAL STABILIZATION [J].

FARNUM, DG ;

WOLF, AD .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1974, 96 (16) :5166-5175

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