AN UNUSUALLY LOW EXO-ENDO RATE RATIO IN SOLVOLYSIS OF 2,7,7-TRIMETHYL-2-NORBORNYL P-NITROBENZOATES . EVIDENCE FOR STERIC EFFECTS AS A MAJOR FACTOR IN EXO-ENDO RATE AND PRODUCT RATIOS OF NORBORNYL DERIVATIVES

被引:38
作者
BROWN, HC
IKEGAMI, S
机构
[1] Richard B. Wetherill Laboratory Purdue University, Lafayette
关键词
D O I
10.1021/ja01027a043
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
[No abstract available]
引用
收藏
页码:7122 / &
相关论文
共 14 条
[1]   HIGHLY BRANCHED MOLECULES .4. SOLVOLYSIS OF THE PARA-NITROBENZOATE OF TRI-TERT-BUTYLCARBINOL AND SOME OF ITS HOMOLOGS [J].
BARTLETT, PD ;
STILES, M .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1955, 77 (10) :2806-2814
[2]   CHEMICAL EFFECTS OF STERIC STRAINS .1. THE EFFECT OF STRUCTURE UPON THE HYDROLYSIS OF TERTIARY ALIPHATIC CHLORIDES [J].
BROWN, HC ;
FLETCHER, RS .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1949, 71 (05) :1845-1854
[4]   RATES OF SOLVOLYSIS OF RHO-NITROBENZOATES OF EXO-ENDO TERTIARY NORBORNEOLS . CRITICAL EXAMINATION OF EXO-ENDO RATE RATIO AS BASIS FOR POSTULATED NONCLASSICAL STRUCTURE OF NORBORNYL CATION [J].
BROWN, HC ;
CHLOUPEK, FJ ;
REI, MH .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1964, 86 (06) :1248-+
[6]   APOISOBORNYL-EXO-CAMPHENILYL NONCLASSICAL CATION [J].
COLTER, A ;
FRIEDRIC.EC ;
HOLNESS, NJ ;
WINSTEIN, S .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1965, 87 (02) :378-&
[7]   SOLVOLYSIS OF OPTICALLY ACTIVE 1,2-DIMETHYL-EXO-2-NORBORNYL P-NITROBENZOATE . EVIDENCE FOR INVOLVEMENT OF A CLASSICAL CARBONIUM ION [J].
GOERING, H ;
HUMSKI, K .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1968, 90 (22) :6213-&
[8]  
HIRSJARVI H, 1967, SUOMEN KEMISTILEHT B, V40, P151
[9]  
HUCKEL W, 1963, ANN CHEM, V664, P31
[10]   AN UNUSUALLY HIGH EXO-ENDO RATE RATIO IN SOLVOLYSIS OF 2,6,6-TRIMETHYL-2-NORBORNYL P-NITROBENZOATES . FURTHER EVIDENCE FOR STERIC EFFECTS AS A MAJOR FACTOR IN EXO-ENDO RATE RATIOS OF NORBORNYL DERIVATIVES [J].
IKEGAMI, S ;
JAGT, DLV ;
BROWN, HC .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1968, 90 (25) :7124-&