Complexation of a Singlet Carbene by a Fluoroalkane. Modification of 1: CHCO2Et Selectivity in Perfluorohexane Solution and ab Initio Calculations

JM Swanson, CA Dvorak, JAP DeLuca…

Index: Swanson, Judith M.; Dvorak, Curt A.; DeLuca, JoAnn, P.; Standard, Jean M. Journal of Organic Chemistry, 1994 , vol. 59, # 11 p. 3026 - 3032

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Citation Number: 3

Abstract

We have compared product distributions from reactions of': CHz with 2, 5-dimethylhexane and 1: CHCOZEt with 2, 3-dimethylbutane in alkane vs 1: l pentane-perfluorohexane solution. A solvent effect was observed in the reaction of l: CHCOZEt, but not 1: CHz. The preference for tertiary/primary CH insertion by l: CHCOZEt is 3.97 f 0.04 in 2, 3- dimethylbutane solution and 4.48 f 0.09 in 1: l pentane-perfluorohexane solution. There is ...