A DIRECT RELATIONSHIP BETWEEN NUCLEOPHILICITY AND BASICITY IN SN2 REACTIONS OF FLUORENYL ANIONS WITH BENZYL-CHLORIDE IN DIMETHYLSULFOXIDE SOLUTION

被引：79
作者：
BORDWELL, FG
HUGHES, DL
机构：
来源：
JOURNAL OF ORGANIC CHEMISTRY | 1980年 / 45卷 / 16期
关键词：
D O I：
10.1021/jo01304a035
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
引用
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页码：3314 / 3320
页数：7
相关论文
共 49 条
[1]   FAILURE OF REACTIVITY-SELECTIVITY PRINCIPLE FOR QUATERNIZATION OF PYRIDINES [J].
ARNETT, EM ;
REICH, R .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1978, 100 (09) :2930-2931
[2]   The supposed existence of two stereoisomeric 9-benzyl-9-phenylfluorenes [J].
Bachmann, WE .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1930, 52 :3290-3292
[3]  
Bell R.P., 1959, PROTON CHEM
[4]   ACID BASE CATALYSIS IN NON-AQUEOUS SOLVENTS .12. THE AMINE-CATALYSED DECOMPOSITION OF NITRAMIDE IN ANISOLE SOLUTION [J].
BELL, RP ;
TROTMANDICKENSON, AF .
JOURNAL OF THE CHEMICAL SOCIETY, 1949, (MAY) :1288-1293
[5]   MECHANISTIC STUDIES IN STRONGLY BASIC-MEDIA .8. KINETIC STUDIES ON DISPLACEMENT OF HALIDE FROM BENZYL HALIDES BY ALKALI-METAL SALTS OF 9-SUBSTITUTED FLUORENES IN TERT-BUTYL ALCOHOL SOLUTION [J].
BETHELL, D ;
FAIRCLOUGH, CS ;
WILKINSON, RG .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1975, (10) :1090-1097
[6]  
Bordwell F.G., 1978, J ORG CHEM, V43, P3108
[7]   BRONSTED COEFFICIENTS AND RHO VALUES AS GUIDES TO TRANSITION-STATE STRUCTURES IN DEPROTONATION REACTIONS [J].
BORDWELL, FG ;
BOYLE, WJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1971, 93 (02) :511-&
[8]   REACTIONS IN STRONGLY BASIC SOLUTIONS .I. KINETICS AND MECHANISM OF ALKYLATION AND BENZYLATION OF 9-CYANOFLUORENYL ANION [J].
BOWDEN, K ;
COOK, RS .
JOURNAL OF THE CHEMICAL SOCIETY B-PHYSICAL ORGANIC, 1968, (12) :1529-&
[9]   ACIDITY OF HYDROCARBONS IONISATION CONSTANTS FOR SOME SUBSTITUTED 9-PHENYLFLUORENCES [J].
COCKERILL, AF ;
LAMPER, JE .
JOURNAL OF THE CHEMICAL SOCIETY B-PHYSICAL ORGANIC, 1971, (03) :503-+
[10]  
COURTOTCOUPEZ J, 1969, B SOC CHIM FR, P1033
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