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Bulletin of the Korean Chemical Society (BKCS)

ISSN 0253-2964(Print)
ISSN 1229-5949(Online)
Volume 15, Number 6
BKCSDE 15(6)
June 20, 1994 

An Estimation of the π-Bond Energy of 1-Methyl-1-Phenyl-2-Neopentylsilene
Myong Euy Lee*, Paul R. Jones
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±6 and 20±4 kcal mol-1, respectively. The significance of these values is discussed.
469 - 473
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