Unusually weak carbon-carbon single bond

TH Koch, JA Olesen, J DeNiro

Index: Koch,T.H. et al. Journal of the American Chemical Society, 1975 , vol. 97, p. 7285 - 7288

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Citation Number: 28

Abstract

Abstract: The reactivity of the meso and dl photoreductive dimers (2 and 3) of 5, 6-dihydro-3, 5, 5-trimethyl- 1, 4-oxazin-2-one (1) is described. The meso and dl isomers readily interconvert, are air oxidized, and disproportionate. The reactivity results from the fact that the dimers have an unusually weak carbon-carbon single bond and exist in equilibrium with a radical (5). Radical 5 is a unique carbon radical in that it is relatively stable and yet has ...