EVIDENCE AGAINST THE REACTIVE ROTAMER EXPLANATION OF THE GEM-DIALKYL EFFECT

被引:38
作者
PARRILL, AL [1 ]
DOLATA, DP [1 ]
机构
[1] UNIV ARIZONA,TUCSON,AZ 85721
关键词
D O I
10.1016/0040-4039(94)85303-7
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Acceleration of intramolecular reaction rates with increasing substitution has been known for a long time. The most common explanation used for this phenomenon is the 'Reactive Rotamer Effect' which states that ''The ring closure reaction proceeds at a greater rate on geminal (or alkyl) substitution because of the resultant decrease in unprofitable rotamer distribution''.(1) This research presents evidence against this explanation and suggests an alternate explanation for the cause of the gem-dialkyl effect.
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页码:7319 / 7322
页数:4
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