PHOTOREARRANGEMENT OF ALLYL DIPHENYL PHOSPHATE VIA POSSIBLE TYPE-II REACTION AND PHOSPHORANYL 1,3-BIRADICALS

Article abstract of DOI:10.1016/S0040-4039(00)99321-3

A Norrish type-II reaction is proposed for the photorearrangement of allyl diphenyl phosphate to ortho-allylphenyl phenylphosphate.In contrast to the type-II mechanism in carbonyl compounds, the reaction is postulated to proceed through a fivemembered transition state to produce a phosphoranyl 1,3-biradical which subsequently rearranges to the observed product.