Issue 10, 2006
From the journal:

Chemical Communications

Unexpected dual orbital effects in radical addition reactions involving acyl, silyl and related radicals†

Carl H. Schiesser,*ab   Hiroshi Matsubara,*c   Ina Ritsnera  and  Uta Wille*ab  

* Corresponding authors

a School of Chemistry, The University of Melbourne, Victoria, Australia

b Bio21 Molecular Science and Biotechnology Institute, The University of Melbourne, Victoria, Australia
E-mail: carlhs@unimelb.edu.au, uwille@unimelb.edu.au
Fax: +61 3 9347 8189
Tel: +61 3 8344 2432

c Department of Chemistry, Graduate School of Science, Osaka Prefecture University, Sakai, Osaka 599-8531, Japan
E-mail: matsu@c.s.osakafu-u.ac.jp
Fax: +81 72 254 9931
Tel: +81 72 254 9720

Abstract

Molecular orbital calculations reveal that acyl and silyl radicals add to numerous types of π-systems through simultaneous SOMO–LUMO and LUMO–HOMO interactions of the radical with the radicalophile respectively.

Graphical abstract: Unexpected dual orbital effects in radical addition reactions involving acyl, silyl and related radicals

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Article information

DOI
https://doi.org/10.1039/B515330A
Article type
Communication
Submitted
28 Oct 2005
Accepted
28 Nov 2005
First published
09 Jan 2006

Chem. Commun., 2006, 1067-1069

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Unexpected dual orbital effects in radical addition reactions involving acyl, silyl and related radicals

C. H. Schiesser, H. Matsubara, I. Ritsner and U. Wille, Chem. Commun., 2006, 1067 DOI: 10.1039/B515330A

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