… of hetero-substituted pendant groups on carbanion reactivity. Solvent separated-contact ion pair equilibria and relative pKLi/THF's for 9-substituted fluorenyllithiums in …

S Gronert, A Streitwieser

Index: Gronert, Scott; Streitwieser, Andrew Journal of the American Chemical Society, 1988 , vol. 110, # 9 p. 2836 - 2842

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Citation Number: 23

Abstract

Ahstma For a series of 9-substituted fluorenyllithiums (substituents: CH30CHzCH2-, 1;(CH3) zNCH2CHz-, 2; CH3SCHzCHz-, 3; CH3CH2CHzCHz-, 4; CH30CHzCH20CH2CHz-, 5; H-, 6) the equilibria between solvent-separated ion pairs (SSIP's) and contact ion pairs (CIP's) have been determined in tetrahydrofuran (THF) with UV-vis spectroscopy. Either oxygen or nitrogen in the pendant group favors CIP formation by the ability of the heteroatom to form ...