Thermolysis and photolysis of 1-substituted triptycenes. Divergent fragmentation pathways of the triptycyl skeleton

H Tomioka, J Nakajima

Index: Tomioka, Hideo; Nakajima, Junichi Journal of the Chemical Society - Perkin Transactions 1, 1996 , # 6 p. 563 - 569

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Abstract

While thermolysis of 1-benzyltriptycene la in the gas phase at 600° C/10 mmHg did not result in any appreciable decomposition, similar pyrolysis of compounds 1 bearing various substituents (X) at the benzyl methylene (1b–d) underwent smooth decomposition to give 8- benzylbenz [] aceanthrylene 2. The reaction is explai