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Synlett 1995; 1995(8): 794-802
DOI: 10.1055/s-1995-5078
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Thermolysis, Photolysis, and Transition-Metal-Catalyzed Reactions of 3,4-Benzo-1,1,2,2-tetraethyl-1,2-disilacyclobut-3-ene

Mitsuo Ishikawa* , Akinobu Naka
  • *Department of Chemistry, Faculty of Engineering, Hiroshima University, Higashi-Hiroshima 739, Japan, Fax 0824-22-7191; mishika@ue.ipc.hiroshima-u.ac.jp
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Publication Date:
31 December 2000 (online)

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The thermolysis of 3,4-benzo-1,1,2,2-tetraethyl-1,2-disilacyclobut-3-ene (1) afforded 1,2-bis(diethylsilylene)cyclohexadiene (o-quinodisilane) as a reactive species, while its photolysis proceeded to give a silene, 1-ethyl-1-(2-diethylsilylphenyl)-1-silaprop-1-ene. Compound 1 reacted with a catalytic amount of tetrakis-(triethylphosphine)nickel(0) in benzene to give a benzene adduct. With a tetrakis(triphenylphosphine)palladium(0) catalyst, 1 produced a dimer. Similar reaction with an (η2-ethylene)bis(triphenylphosphine)platinum(0) catalyst afforded an isomerization product of 1. The transition-metal-catalyzed reactions of 1 in the presence of various trapping agents have also been described.

Benzodisilacyclobutene - Thermolysis - Photolysis - Transition-Metal-Catalyzed Reactions - o-Quinodisilane