SUBSTITUENT DEPENDENCE OF THE SELECTIVITY IN ALKENE BROMINATION THROUGH BROMOCARBENIUM IONS

被引:19
作者
BIENVENUEGOETZ, E [1 ]
DUBOIS, JE [1 ]
机构
[1] UNIV PARIS 7,CNRS,INST TOPOL & DYNAM SYST,F-75221 PARIS 05,FRANCE
关键词
D O I
10.1021/ja00408a019
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
引用
收藏
页码:5388 / 5392
页数:5
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共 55 条
[41]   STRUCTURAL EFFECTS ON ACID-CATALYZED HYDRATION OF ALKENES [J].
NOWLAN, VJ ;
TIDWELL, TT .
ACCOUNTS OF CHEMICAL RESEARCH, 1977, 10 (07) :252-258
[42]   ISOTOPE EFFECTS IN ACID-CATALYZED HYDRATION OF PHENYLACETYLENE [J].
NOYCE, DS ;
SCHIAVEL.MD .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1968, 90 (04) :1023-&
[43]   ACID-CATALYZED HYDRATION OF PHENYLACETYLENE . EVIDENCE FOR VINYL CATION INTERMEDIATE [J].
NOYCE, DS ;
SCHIAVEL.MD .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1968, 90 (04) :1020-&
[44]   CYCLOPROPYL SUBSTITUENT EFFECTS ON ACID-CATALYZED HYDRATION OF ALKENES - CORRELATION BY SIGMA+ PARAMETERS [J].
OYAMA, K ;
TIDWELL, TT .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1976, 98 (04) :947-951
[45]  
Perst H, 1971, OXONIUM IONS ORGANIC
[46]   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
[47]   STEREOSELECTIVE ADDITION OF BROMINE TO 2-BUTEN-2-YL TOSYLATES - FORMOLYSIS OF ERYTHRO-2,3-DIBROMO-2-BUTYL TOSYLATE [J].
PETERSON, PE ;
INDELICA.JM .
JOURNAL OF ORGANIC CHEMISTRY, 1970, 35 (02) :531-&
[48]   METHYL EFFECT IN ELECTROPHILIC ADDITIONS - AN OPEN CARBONIUM-ION LIKE RATE-DETERMINING TRANSITION-STATE FOR THE BROMINATION OF STYRENE [J].
RUASSE, MF ;
DUBOIS, JE ;
ARGILE, A .
JOURNAL OF ORGANIC CHEMISTRY, 1979, 44 (07) :1173-1175
[49]   REACTIVITY OF ETHYLENIC COMPOUNDS .42. MULTI-PATHWAY MECHANISM IN STYRENE BROMINATION - COMPETITION BETWEEN BROMONIUM AND CARBONIUM-ION INTERMEDIATES [J].
RUASSE, MF ;
ARGILE, A ;
DUBOIS, JE .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1978, 100 (24) :7645-7652
[50]   ROLE OF SOLVENT IN BROMINE ADDITIONS TO OLEFINS - SOLVENT INDEPENDENCE OF CHARGE-DISTRIBUTION IN TRANSITION-STATES AND INTERMEDIATES [J].
RUASSE, MF ;
DUBOIS, JE .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1975, 97 (07) :1977-1978