Kinetics of the thermolysis of [2.2. 2] propellanes and related compounds. Mechanism of the thermolysis of bicyclo [2.2. 0] hexanes

KB Wiberg, JJ Caringi, MG Matturro

Index: Wiberg, Kenneth B.; Caringi, Joseph J.; Matturro, Michael G. Journal of the American Chemical Society, 1990 , vol. 112, # 15 p. 5854 - 5861

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Citation Number: 13

Abstract

Abstract: The thermolyses of a series of 1, 4-bridged bicyclo [2.2. 0] hexanes have been studied. With bridges having three or more carbons, the compounds have higher activation energies than for bicyclo [2.2. 0] hexane, indicating that the bridge prevents the formation of a chair cyclohexane-l, 4-diyl, forcing the reaction to proceed via an orbital symmetry disallowed process. It appears likely that [2.2. 2] propellane and its derivatives react via ...

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