Tetrahedron

A rapidly reversible degenerate cope rearrangement: Bicyclo [5.1. 0] octa-2, 5-diene

WE Doering, WR Roth

Index: Doering,W. von E.; Roth,W.R. Tetrahedron, 1963 , vol. 19, p. 715 - 737

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Citation Number: 260

Abstract

The occurrence of a structurally degenerate Cope rearrangement which proceeds rapidly at room temperature is revealed by the examination, at varying temperatures, of the NMR spectrum of bicyclo [5.1. 0] octa-2, 5-diene (I). This molecule is made by the cyclopropanation of cycloheptatriene in the 3, 4 position according to Gaspar-Roth. Its structure is assigned by virtue of its conversion to bicyclo [5.1. 0] octane on catalytic ...