Rs. Glass et Wc. Jung, MECHANISM OF THE RING-OPENING OF A TETRAARYL THIIRANE CATION-RADICAL, Phosphorus, sulfur and silicon and the related elements, 95-6(1-4), 1994, pp. 423-424
The mechanism for the photocycloaddition of tetraarylthiiranes 1 with
TCNE was probed by stereochemical and spectroscopic studies. Evidence
is presented that the cation radical formed on irradiation of the char
ge transfer complexes of 1 and TCNE is a p-anisyl pi-cation radical wh
ich then undergoes stereospecific ring opening by C-C bond cleavage.