Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
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An Estimation of the $\pi$-Bond Energy of 1-Methyl-1-Phenyl-2-Neopentylsilene

  • Lee Myong Euy (Department of Chemistry, Yonsei University) ;
  • Paul R. Jones (Department of Chemistry, University of North Texas)
  • Published : 1994.06.20
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Abstract

The E-and Z-isomers of 1-methyl-l-phenyl-2-neopentylsilene, generated by the sealed tube thermolyses of their anthracene adducts are stereospecifically trapped by trimethylmethoxysilane to give diastereomeric adducts. The temperature dependence of the ratio of the two diastereomers obtained when the silene formed from the pure E-or Z-anthracene adduct was trapped at higher temperatures permitted the determination of an activation energy for the silene isomerization. The activation energies for the E-to Z-and Z-to E-silene isomerization are $45{\pm}$6 and $20{\pm}4$ kcal $mol^{-1}$, respectively. The significance of these values is discussed.

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  2. Mechanism of the Thermal Z⇌E Isomerization of a Stable Silene; Experiment and Theory vol.58, pp.41, 1994, https://doi.org/10.1002/anie.201907864