Effects of electron acceptors and donors on the stabilities of carbon-centered radicals adjacent to divalent sulfur functions
Conference
·
OSTI ID:560072
- Pacific Northwest National Lab., Richland, WA (United States)
The stabilization of carbon-centered radicals by adjacent sulfur atoms has important consequences in bond-breaking and complex rearrangement reactions. However, the thermochemistry of C-H bonds substituted with divalent sulfur functions is lacking or of limited accuracy. In our current project we are exploring the effect that the divalent sulfur substituents adjacent to a C-H center in the presence of an electron donating or accepting group has on the strength of the C-H center in the presence of these electron donating or accepting groups may or may not increase the stability of the radical center. For example, the homolytic bond dissociation energies (BDEs) of C-H bonds adjacent to two MeS groups in acetophenone (MeS){sub 2}CHCOPh lead to no greater weakening of the acidic C-H bond than with one MeS in acetophenone (MeS)CH{sub 2}COPh.
- OSTI ID:
- 560072
- Report Number(s):
- CONF-970443--
- Country of Publication:
- United States
- Language:
- English
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Fri Dec 30 23:00:00 EST 1994
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OSTI ID:254770