127066-50-6Relevant articles and documents
Photochemical Addition of Methanol to Stilbenes
Woning, Jan,Oudenampsen, Albert,Laarhoven, Wim H.
, p. 2147 - 2154 (2007/10/02)
The photochemical addition of methanol to the alkenic bond of stilbene (1) involves two competitive pathways: viz. either direct addition of methanol to the alkenic bond or insertion by methanol of a carbene (13), emerging from a 1,2-H shift in (1).From the observed effect of substituents and the wavelength on the rates of these processes, the rearrangement pathway was concluded to involve excited (1) in a vibrationally unrelaxed S1-state.The direct pathway might involve either a planar (??*) or a twisted excited S1-state of (1).The available experimental evidence precludes zwitterionic excited states from being involved in both pathways.The photochemical addition of methanol to the alkenic bond of 1,1-diphenylethene (3) follows a similar course.In this case a 1,2-Ph shift in excited (3) gives rise to carbene (13) and its insertion products.