EDGEWISE PROTONATED CYCLOPROPANE IN GAS PHASE-COUPLING OF UNIMOLECULAR [1.1]-H2-ELIMINATION FROM C3H7+ AND RING-OPENING OF CYCLOPROPYL CATION

被引:36
作者
SCHWARZ, H [1 ]
FRANKE, W [1 ]
CHANDRASEKHAR, J [1 ]
SCHLEYER, PV [1 ]
机构
[1] UNIV ERLANGEN NURNBERG, INST ORGAN CHEM, D-8520 ERLANGEN, GERMANY
关键词
D O I
10.1016/0040-4020(79)85056-5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Based on energetic data (activation energy), kinetic isotope effects and MINDO/3 calculations it is suggested that unimolecular loss of H2 from C3H7+ proceeds via a transition state (10) involving synchronous loss of a hydrogen molecule (symmetry allowed [1.1]-elimination) and ring opening of the cyclopropyl to the allyl cation. Alternative mechanisms are discussed. © 1979.
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收藏
页码:1969 / 1976
页数:8
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