Carbon acidity. 77. Ion pair carbon acidities of some silanes in tetrahydrofuran

A Streitwieser, L Xie, P Wang…

Index: Streitwieser, Andrew; Xie, Linfeng; Wang, Peng; Bachrach, Steven M. Journal of Organic Chemistry, 1993 , vol. 58, p. 1778 - 1784

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Citation Number: 18

Abstract

The relative solvent-separated ion pair (SSIP) lithium acidity (~ KUITHF) and contact ion pair (CIP) cesium acidity (~ KC~ ITHF) were obtained for 9-fluorenyltrimethylsilane (1)(21.3, 21.6, respectively) and 9-fluorenyl-tert-butyldimethylsilane (2)(20.3, 20.6, respectively) in THF. Values for PKC~ ITHF were determined at 25" C for@-biphenylylmethy1)-tert- butyldimethylsilane (3), 35.4, benzyltrimethylsilane (4), 37.5, a, a-bis (trimethylsily1) ...