Journal of Physical Chemistry p. 2671 - 2676 (1981)
Update date:2022-08-11
Topics:
Dorer, F.H.
Okazaki, M. E.
Salomon, K. E.
Thietane, excited to its S2 state, undergoes fragmentation to ethylene and thioformaldehyde by one channel and a competing reaction, unique to the S2 state, is decomposition to cyclopropane and sulfur atoms.Previous work on the S2 state of thietane has been extended to include a more detailed examination of the spectra and energy partitioning in the cyclopropane formimg reaction; and, by photolizing cis- and trans-3-ethyl-2-propylthietane, we have followed the stereochemical course of both reaction channels.The products of both reactions largely retain the stereochemistry of the reactant.Energy partitioning indicates that S(3P) is the atomic fragment when cyclopropane is produced.A mechanism which accomodates the experimental results assumes that, once excited to its 1B2 electronic state, intersystem crossing to the 3B2 state competes with C-S bond rupture that forms the 1,4-diradical intermediate which yields the ring cleavage products.The 3B2 state decomposes to cyclopropane and S(3P) by a mechanism that likely involves a singlet trimethylene diradical as an intermediate.
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