The Relative Stability of Bridged Hydrocarbons. Norbornene and Nortricyclene1

P Von Ragué Schleyer

Index: Schleyer Journal of the American Chemical Society, 1958 , vol. 80, p. 1700,1701, 1703

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Citation Number: 48

Abstract

Nortricyclene (11), a compound containing a three-membered ring, was found to be more stable than the olefinic isomer norbornene (I). Equilibration of both pure materials at the temperature of reflux by means of a silica-alumina catalyst gave mixtures with identical composition, 23% I and 77% 11. There was no evidence for the formation of isomers other than I and I1 in the reaction. The earlier methods of preparation of norbornene, involving ...

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