THERMAL-ISOMERIZATION OF ARYLMETHYLENECYCLOPROPANES TO INDENES - QUESTION OF ORBITAL SYMMETRY CONTROL AS A FACTOR IN HYDROGEN TRANSPORT

被引：7

作者：

GILBERT, JC

KURZAWA, F

机构：

[1] Department of Chemistry, The University of Texas at Austin, Austin

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1979年 / 44卷 / 13期

关键词：

D O I：

10.1021/jo01327a017

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Examination of the deuterium distribution of the 2-methyl-3-phenylindene resulting from rearrangement of 2-phenyl-2-(perdeuteriophenyl)-1-methylenecyclopropane conclusively demonstrates that orbital symmetry does not control the net 1, 5 migration of hydrogen required to produce the indene. An alternative explanation is offered for the necessity of having diaryl substitution of C-2 of the 1-methylenecyclopropane in order to observe the isomerization. © 1979, American Chemical Society. All rights reserved.

引用

页码：2123 / 2126

页数：4

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