E.S.R. of nitroxide radicals. I. Photolysis of indoles, phenols, disulphides, and thiols

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Abstract
The formation of stable nitroxide radicals during the photochemical decomposition of a number of indoles, phenols, disulphides, and thiols in the presence of a nitrosoalkane radical scavenger has been demonstrated. The predominant e.s.r. spectrum obtained with dibutyl disulphide or butane-1-thiol consists of a simple triplet hyperfine splitting with aN 18.5 G and g 2.0071, attributed to the trapping of butane-1-thiyl radicals. Phenol and indole give similar triplet spectra with aN 15.55 G, g 2.0061, and aN 16.26 G, g 2.0060, respectively. The formation of trichloromethyl radicals during the photolysis of indole in carbon tetrachloride has been confirmed by analysis of the e.s.r. spectrum of the trichloromethyl nitroxide radical using a least- squares curve-fitting procedure. Isotropic hyperfine splitting constants for 14N, 35Cl, and 37Cl have been obtained.

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