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Reactivities of amino acid derivatives toward hydrogen abstraction by Cl⚫ and OH⚫
journal contribution
posted on 2023-05-19, 07:04 authored by Chan, B, O'Reilly, RJ, Easton, CJ, Radom, LIn recent computational studies of hydrogen-atom abstraction from amino acid derivatives, two distinct rationalizations have been put forward for the relative inertness of the α-C–H. Of these, the proposal that the inertness is due to a “kinetic trap” associated with particularly stable complexes is shown to be unlikely because of unfavorable entropies. On the other hand, the proposed existence of deactivating polar effects at the α-position in Cl• abstractions is likely also to be applicable to OH• abstractions, but to a lesser extent.
History
Publication title
The Journal of Organic Chemistry (Washington)Volume
77Issue
21Pagination
9807-9812ISSN
0022-3263Department/School
School of Natural SciencesPublisher
Amer Chemical SocPlace of publication
1155 16Th St, Nw, Washington, USA, Dc, 20036Rights statement
Copyright 2012 American Chemical SocietyRepository Status
- Restricted