Silylcarbene-to-Silene Rearrangement: Stable 1,2-Dihydrosilenes in Solution via the Silylcarbene Route

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  • Hiroaki Tanaka
    Department of Chemistry, Graduate School of Pure and Applied Sciences, University of Tsukuba
  • Masaaki Ichinohe
    Department of Chemistry, Graduate School of Pure and Applied Sciences, University of Tsukuba
  • Akira Sekiguchi
    Department of Chemistry, Graduate School of Pure and Applied Sciences, University of Tsukuba

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<jats:title>Abstract</jats:title> <jats:p>1,2-Dihydrosilenes were synthesized by the photolysis of silyldiazomethane derivatives bearing one bulky trialkylsilyl group SiR[CH(SiMe3)2]2 (R=Me and i-Pr) and two hydrogen atoms on the silicon atom. The selective migration of the hydrogen atom to the carbene center occurred, leading to stable trans-1,2-dihydrosilenes, which were characterized by their spectroscopic data. An X-ray analysis of the Diels–Alder adduct demonstrated the trans geometry of the 1,2-dihydrosilene.</jats:p>

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  • Chemistry Letters

    Chemistry Letters 37 (12), 1246-1247, 2008-11-08

    Oxford University Press (OUP)

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