Visible or long-wavelength ultraviolet excitation of alkali metal salts of cyclooctadiene leads to electron exchange.Primary photoinduced electron transfer has been used to initiate the geometrical isomerization of cis-stilbene and the photosubstitution of aryl halides.Mechanistic details for these reactions are presented.Electron exchange so dominates the excited-state reactivity of this pentadienyl anion that neither potential pericyclic reaction (i.e., electrocyclization or sigmatropic shifts) nor photoinduced cis-trans isomerization can be detected.
Fox, Marye Anne,Singletary, Nancy J.
p. 3412 - 3421
(2007/10/02)
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