A STUDY OF HINDERED DIARYLMETHYL RADICALS: II. THE BENZHYDRYL MODEL

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Abstract
This paper presents a model in which internal rotations of diphenylmethyl radical types effectively average out differences between the ortho and the meta substituent pairs in each ring. The process involves a very low energy of activation even though π-electron bonds are broken. The model is supported by valence bond (VB) and Huckel molecular orbital (HMO) calculations, and comparison is made with experimentally determined quantities wherever this is possible. Certain cases in which transannular pseudosymmetry has not been found are also discussed in relation to the above model.

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