Cross Cage Interactions in Substituted Bicyclo [1.1. 1] pent-1-yl Radicals. Dissociation to [1.1. 1] Propellane

W Adcock, GT Binmore, AR Krstic…

Index: Adcock, William; Binmore, Gavin T.; Krstic, Alexander R.; Walton, John C.; Wilkie, John Journal of the American Chemical Society, 1995 , vol. 117, # 10 p. 2758 - 2766

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Citation Number: 23

Abstract

Abstract: A series of 3-substituted bicyclo [1.1. llpent-1-yl radicals, including the 3-fluor0 derivative, was generated by bromine atom abstraction from l-bromo-3-substituted-bicyclo [1. l. llpentanes and examined by EPR spectroscopy. The exceptionally large hyperfine splittings obtained from magnetic nuclei of the 3-substituents indicated that cross cage electronic interactions were substantial in these species. Bromine atom abstraction by ...