γ??Silyl??stabilized tertiary ions? Solvolysis of4??(trimethylsilyl)??2??chloro??2??methylbutane

LJ Tilley, VJ Shiner

Index: Tilley, Leon J.; Shiner Jr. Journal of Physical Organic Chemistry, 1999 , vol. 12, # 7 p. 564 - 576

Full Text: HTML

Citation Number: 11

Abstract

Abstract Rate constant, isotope-effect, and product studies of the solvolysis of 4- (trimethylsilyl)-2-chloro-2-methylbutane, 11, and its carbon analog, 2-chloro-2, 5, 5- trimethylhexane, 10, in aqueous ethanol and aqueous 2, 2, 2-trifluoroethanol (TFE) indicate very little participation of the γ-silyl substituent. These results are in sharp contrast to earlier reports on secondary γ-silyl substituted systems, in which the back lobe of the silicon– ...