Investigation of the early steps in electrophilic bromination through the study of the reaction with sterically encumbered olefins

被引：185

作者：

Brown, RS

机构：

[1] Department of Chemistry, Queen's University, Kingston

[2] University of California, San Diego, CA

[3] Columbia University, New York, NY

[4] Department of Chemistry, Queen's University, Kingston, Ont.

来源：

ACCOUNTS OF CHEMICAL RESEARCH | 1997年 / 30卷 / 03期

关键词：

D O I：

10.1021/ar960088e

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

[No abstract available]

引用

页码：131 / 137

页数：7

共 65 条

[1] STATIC AND DYNAMIC STEREOCHEMISTRY OF TETRA(PRIMARY ALKYL)ETHYLENES [J].

ANDERSEN, L ;

BERG, U ;

PETTERSSON, I .

JOURNAL OF ORGANIC CHEMISTRY, 1985, 50 (04) :493-499

[2] BIS(1,4-CYCLOHEXADIYL)-1,2-DIOXETANE AND BIS(1,4-CYCLOHEXADIYL)ORIXANE FROM PHOTOOXIDATION OF 7,7'-BINORBORNYLIDENE [J].

BARTLETT, PD .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1974, 96 (02) :627-629

[3] REACTION OF CROWDED OLEFINS WITH BROMINE - A COMPARISON OF THE STRAINED (E)-2,2,3,4,5,5-HEXAMETHYLHEX-3-ENE WITH THE WITH STERICALLY HINDERED TETRAISOBUTYLETHYLENE [J].

BELLUCCI, G ;

BIANCHINI, R ;

CHIAPPE, C ;

LENOIR, D ;

ATTAR, A .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (23) :6243-6248

[4] LARGE FORMATION CONSTANT OF A TRANSIENT 1-1 DL-D(3)-TRISHOMOCUBYLIDENE-D(3)-TRISHOMOCUBANE.BR(2) CHARGE-TRANSFER COMPLEX - GENERAL IMPLICATIONS FOR THE MECHANISM OF ELECTROPHILIC BROMINATION OF OLEFINS [J].

BELLUCCI, G ;

BIANCHINI, R ;

CHIAPPE, C ;

GADGIL, VR ;

MARCHAND, AP .

JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (13) :3575-3577

[5] DIRECT EVIDENCE FOR BROMINE OLEFIN CHARGE-TRANSFER COMPLEXES AS ESSENTIAL INTERMEDIATES OF THE FAST IONIC ADDITION OF BROMINE TO CYCLOHEXENE [J].

BELLUCCI, G ;

BIANCHINI, R ;

AMBROSETTI, R .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (08) :2464-2471

[6] NATURE OF THE INTERACTION OF OLEFIN-BROMINE COMPLEXES - INFERENCE FROM (E)-2,2,5,5-TETRAMETHYL-3,4-DIPHENYLHEX-3-ENE, THE FIRST EXAMPLE OF AN OLEFIN WHOSE REACTION WITH BROMINE STOPS AT THE STAGE OF PI-COMPLEX-FORMATION [J].

BELLUCCI, G ;

CHIAPPE, C ;

BIANCHINI, R ;

LENOIR, D ;

HERGES, R .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (48) :12001-12002

[7] REVERSIBILITY OF BROMONIUM ION FORMATION AND ITS EFFECT ON OLEFIN REACTIVITY IN ELECTROPHILIC BROMINATION - NEW EVIDENCE FROM THE 5H-DIBENZ[B,F]AZEPINE SYSTEM [J].

BELLUCCI, G ;

BIANCHINI, R ;

CHIAPPE, C ;

MARIONI, F ;

SPAGNA, R .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (02) :546-552

[8] EVIDENCE FOR A REVERSIBLE ELECTROPHILIC STEP IN OLEFIN BROMINATION - THE CASE OF STILBENES [J].

BELLUCCI, G ;

CHIAPPE, C ;

MARIONI, F .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (02) :515-522

[9] DIFFERENT REVERSIBILITY OF BROMONIUM VS BETA-BROMOCARBONIUM IONS FORMED DURING THE ELECTROPHILIC BROMINATION OF SUBSTITUTED STILBENES - EVIDENCE FOR RATE DETERMINATION DURING THE PRODUCT-FORMING STEP [J].

BELLUCCI, G ;

BIANCHINI, R ;

CHIAPPE, C ;

BROWN, RS ;

SLEBOCKATILK, H .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (21) :8012-8016

[10] FACTORS AFFECTING THE REVERSIBILITY OF THE ELECTROPHILIC STEP IN OLEFIN BROMINATION - THE CASE OF 5H-DIBENZO [A, D] CYCLOHEPTENE [J].

BELLUCCI, G ;

CHIAPPE, C ;

MARIONI, F ;

MARCHETTI, F .

JOURNAL OF PHYSICAL ORGANIC CHEMISTRY, 1991, 4 (06) :387-398

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