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Reactivities of amino acid derivatives toward hydrogen abstraction by Cl⚫ and OH⚫
Citation
Chan, B and O'Reilly, RJ and Easton, CJ and Radom, L, Reactivities of amino acid derivatives toward hydrogen abstraction by Cl⚫ and OH⚫, The Journal of Organic Chemistry (Washington), 77, (21) pp. 9807-9812. ISSN 0022-3263 (2012) [Refereed Article]
Copyright Statement
Copyright 2012 American Chemical Society
Abstract
In 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.
Item Details
| Item Type: | Refereed Article |
|---|---|
| Keywords: | amino acid, reacticity, hydrogen abstraction |
| Research Division: | Chemical Sciences |
| Research Group: | Organic chemistry |
| Research Field: | Free radical chemistry |
| Objective Division: | Expanding Knowledge |
| Objective Group: | Expanding knowledge |
| Objective Field: | Expanding knowledge in the chemical sciences |
| UTAS Author: | O'Reilly, RJ (Dr Robert O'Reilly) |
| ID Code: | 118245 |
| Year Published: | 2012 |
| Web of Science® Times Cited: | 38 |
| Deposited By: | Chemistry |
| Deposited On: | 2017-07-07 |
| Last Modified: | 2017-08-21 |
| Downloads: | 0 |
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