Bucher, G. (2011) Intramolecular addition of oxyradicals to benzene rings: a DFT study. Collection of Czechoslovak Chemical Communications, 76(8), pp. 947-956. (doi: 10.1135/cccc2011042)
Full text not currently available from Enlighten.
Publisher's URL: http://dx.doi.org/10.1135/cccc2011042
Abstract
The reactivity of a series of oxyradicals related to the triplet state of β-phenylpropiophenone was investigated by density functional theory. Analysis of the potential energy hypersurfaces indicates that radical addition to the β-phenyl ring should occur with a smaller barrier than intramolecular hydrogen abstraction from the benzylic position, although the latter reaction is far more exothermic. Addition can occur in <i>ipso</i>- and <i>ortho</i>-position of the β-phenyl ring, with ortho addition being slightly more favourable. As both addition reactions are predicted to be mildly exothermic and exergonic, intermolecular trapping of the resulting cyclohexadienyl- type radicals should be feasible
Item Type: | Articles |
---|---|
Keywords: | Ab initio calculations, density functional calculations, radical reactions, cyclicization |
Status: | Published |
Refereed: | Yes |
Glasgow Author(s) Enlighten ID: | Bucher, Dr Goetz |
Authors: | Bucher, G. |
Subjects: | Q Science > QD Chemistry |
College/School: | College of Science and Engineering > School of Chemistry |
Journal Name: | Collection of Czechoslovak Chemical Communications |
Publisher: | Institute of Organic Chemistry and Biochemistry |
ISSN: | 0010-0765 |
Published Online: | 07 July 2011 |
University Staff: Request a correction | Enlighten Editors: Update this record