The preparation and fate of cubylcarbinyl radicals

PE Eaton, YC Yip

Index: Eaton, Philip E.; Yip, Yu Chi Journal of the American Chemical Society, 1991 , vol. 113, # 20 p. 7692 - 7697

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Citation Number: 45

Abstract

Abstract: The cubylcarbinyl radical has been generated from cubylcarbinyl bromide and from the N-hydroxy-2-pyridinethione ester of cubylacetic acid under various conditions favoring hydrogen-atom transfer to the radical. Only when selenophenol in high concentration is used as the hydrogen donor is any methylcubane formed. Otherwise the cubylcarbinyl radical rearranges. There is no evidence of a 1, 2-shift into the homocubyl system. Instead, ...