Novel photorearrangement of a 4-chloromethylazulene

…, VG Toscano, D de Brito Rezende, WJ Baader

Index: Ruiz, Carlos A.A.; Toscano, Vicente G.; Rezende, Daisy de Brito; Baader, Wilhelm J. Tetrahedron Letters, 2001 , vol. 42, # 14 p. 2613 - 2615

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Citation Number: 2

Abstract

1-Chloro-4, 6, 8-trimethylazulene is formed almost exclusively upon UV irradiation of a deaereted benzene solution of 4-chloromethyl-6, 8-dimethylazulene. This photoproduct was identified by 1H and 13C NMR spectroscopy of both the isolated photoproduct and the one prepared by a thermal route. The mechanism proposed involves the recombination of the intimate radical pair initially formed by the photohomolysis of the C Cl bond, followed by ...