Quantun chain process in the sensitized cis-trans photoisomerization of 1, 3-dienes

J Saltiel, DE Townsend, A Skyes - Journal of the American …, 1973 - ACS Publications
J Saltiel, DE Townsend, A Skyes
Journal of the American Chemical Society, 1973ACS Publications
Quantum yields for the benzophenone-sensitized cis-trans photoisomerization and
dimerization of cis-and trans-l, 3-pentadiene and trans, trans-and c «, c/i-2, 4-
hexadienehave been measured at high 1, 3-diene con-centrations (1-10 M). Enhanced
isomerization quantum yields are obtained for c/sl, 3-pentadiene and the 2, 4-hexadienes,
but isomerization quantum yields decrease with increasing diene concentrationin the case
of trans-1, 3-pentadiene. The results can be accounted for by assuming that interaction of 1 …
Abstract
Quantum yields for the benzophenone-sensitized cis-trans photoisomerization and dimerization of cis-and trans-l, 3-pentadiene and trans, trans-and c «, c/i-2, 4-hexadienehave been measured at high 1, 3-diene con-centrations (1-10 M). Enhanced isomerization quantum yields are obtained for c/sl, 3-pentadiene and the 2, 4-hexadienes, but isomerization quantum yields decrease with increasing diene concentrationin the case of trans-1, 3-pentadiene. The results can be accounted for by assuming that interaction of 1, 3-diene triplets with ground-state diene molecules involves two competing paths:(i) triplet excitation transfer (the quantum chain process) leading to enhanced isomerization, and (ii) biradical formation leadingto dimers and diminishedisomerization. The insensitivity of tt^ ct/0tt-* cc and 0cc-> ct/<£ cc-> tt ratios to diene concentration provides strong evidence in support of the quantum chain mechanism.
ACS Publications
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