EVIDENCE FOR 2-FOLD HYPERCONJUGATION IN THE SOLVOLYSIS OF 5-(TRIMETHYLSILYL)-2-ADAMANTYL AND 5-(TRIMETHYLSTANNYL)-2-ADAMANTYL SULFONATES

被引:63
作者
ADCOCK, W [1 ]
COOPE, J [1 ]
SHINER, VJ [1 ]
TROUT, NA [1 ]
机构
[1] INDIANA UNIV,BLOOMINGTON,IN 47405
关键词
D O I
10.1021/jo00292a002
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We wish to report that 5-trimethylsilyl and 5-trimethylstannyl substituents cause unexpectedly large accelerations of the solvolysis of 2-adamantyl p-bromo-benzenesulfonate esters and that these observations confirm the importance of long-range hyperconjugative interactions. © 1990, American Chemical Society. All rights reserved.
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页码:1411 / 1412
页数:2
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