STRUCTURAL EFFECTS IN SOLVOLYTIC REACTIONS .15. SOLVOLYSIS OF 1-ARYLCYCLOHEXYL AND 1-ARYLCYCLOHEX-2-ENYL PARA-NITROBENZOATES - EFFECT OF INCREASING ELECTRON DEMAND ON CONTRIBUTIONS OF AN ALLYLIC DOUBLE-BOND IN SOLVOLYSIS OF TERTIARY CYCLOHEX-2-ENYL DERIVATIVES

被引：15

作者：

BROWN, HC ^{[1
]}

RAVINDRANATHAN, M ^{[1
]}

RHO, MM ^{[1
]}

机构：

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

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 1976年 / 98卷 / 14期

关键词：

D O I：

10.1021/ja00430a035

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

引用

页码：4216 / 4218

页数：3

共 12 条

[1] 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 [J].

BROWN, HC ;

RAVINDRANATHAN, M ;

TAKEUCHI, KI ;

PETERS, EN .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1975, 97 (10) :2899-2900

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

BROWN, HC .

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

[3] SOLVOLYSIS OF 3-ARYL-3-NORTRICYCLYL P-NITROBENZOATES - EVIDENCE FOR MAJOR INCREASES IN ELECTRON SUPPLY BY CYCLOPROPYL GROUP WITH INCREASING ELECTRON DEMAND AT CATIONIC CENTER [J].

BROWN, HC ;

PETERS, EN .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1975, 97 (07) :1927-1929

[4] 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-&

[5] STRUCTURAL EFFECTS IN SOLVOLYTIC REACTIONS .11. RATES AND PRODUCTS OF SOLVOLYSIS OF 2-ARYL-2-NORBORNENYL-PARA-NITROBENZOATES AND 2-METHYL-2-NORBORNENYL PARA-NITROBENZOATES - EXO-ENDO RATE RATIO AS A FUNCTION OF INCREASING ELECTRON DEMAND [J].

BROWN, HC ;

PETERS, EN .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1975, 97 (26) :7442-7448

[6] STRUCTURAL EFFECTS IN SOLVOLYTIC REACTIONS .12. SOLVOLYSIS OF 2-ARYL-5-METHYL-2-NORBORNENYL-PARA-NITRO-BENZOATES AND 2,5-DIMETHYL-2-NORBORNENYL PARA-NITROBENZOATES - EVIDENCE FOR MAJOR PI PARTICIPATION REVEALED BY TOOL OF INCREASING ELECTRON DEMAND [J].

BROWN, HC ;

PETERS, EN ;

RAVINDRANATHAN, M .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1975, 97 (26) :7449-7453

[7]

BROWN HC, UNPUBLISHED RESULTS

[8] CHARACTERISTICS OF ABRUPT CHANGE FROM PARTICIPATION TO NONPARTICIPATION OF A NEIGHBORING GROUP [J].

GASSMAN, PG ;

FENTIMAN, AF .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1970, 92 (08) :2549-+

[9] STRUCTURAL EFFECTS IN SOLVOLYTIC REACTIONS .13. EFFECT OF INCREASING ELECTRON DEMAND ON RATES OF SOLVOLYSIS OF 1-ARYLCYCLOPENT-3-EN-L-YL AND 1-ARYLCYCLOPENTYL PARA-NITROBENZOATES - EVIDENCE FOR ABSENCE OF PI-PARTICIPATION [J].

PETERS, EN ;

BROWN, HC .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1975, 97 (26) :7454-7457

[10] SOLVOLYSIS OF 1-ARYL-1-CYCLOPROPYL-1-ETHYL PARA-NITROBENZOATES - EVIDENCE FOR MAJOR INCREASES IN ELECTRON SUPPLY BY CYCLOPROPYL GROUP WITH INCREASING ELECTRON DEMAND AT CATIONIC CENTER [J].

PETERS, EN ;

BROWN, HC .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1973, 95 (07) :2397-2398

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