Nickel-catalysed butatriene cyclizations: a simple and efficient synthesis of radialenes (polymethylenecycloalkanes)

M Iyoda, S Tanaka, M Nose, M Oda

Index: Iyoda, Masahiko; Tanaka, Shigeyoshi; Nose, Masanori; Oda, Masaji Journal of the Chemical Society, Chemical Communications, 1983 , # 19 p. 1058 - 1059

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Abstract

Treatment of 3, 4-dihalogeno-2, 5-dimethylhexa-2, 4-dienes (1) and (5) with tetrakis (triphenylphosphine) nickel (0) in benzene, tetrahydrofuran, or N, N-dimethylformamide at 50° C yields octamethyl [4] radialene (2) and/or dodecamethyl [6] radialene (3), in fairly good yields, via co-oligomerisation of 2, 5-dimethylhexa-2, 3, 4-triene (6).