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Issue 11, 2011

Stable radicals during photodecarbonylations of trityl-alkyl ketones enable solid state reactions through primary and secondary radical centers†

Gregory Kuzmanich,a   Arunkumar Natarajan,‡a   Yanhui Shi,b   Brian O. Patrick,b   John R. Scheffer*b  and  Miguel A. Garcia-Garibay*a  
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* Corresponding authors

a Department of Chemistry and Biochemistry, University of California, Los Angeles, CA, USA
E-mail: mgg@chem.ucla.edu
Tel: +1 (310) 825 3159

b Chemistry Department, University of British Columbia, 2036 Main Mall, Vancouver, British Columbia, Canada

Abstract

The solid state photoexcitation of several triphenylmethyl-alkyl ketones resulted in the loss of CO and the exclusive formation of radical–radical combination products. Differences in reactivity suggest a stepwise mechanism with the unprecedented formation of primary and secondary radicals in some of the radical pair intermediates in the solid state.

Graphical abstract: Stable radicals during photodecarbonylations of trityl-alkyl ketones enable solid state reactions through primary and secondary radical centers

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Article information

https://doi.org/10.1039/C1PP05240C
Submitted
04 Aug 2011
Accepted
01 Sep 2011
First published
22 Sep 2011
Photochem. Photobiol. Sci., 2011,10, 1731-1734
Article type
Communication
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Stable radicals during photodecarbonylations of trityl-alkyl ketones enable solid state reactions through primary and secondary radical centers

G. Kuzmanich, A. Natarajan, Y. Shi, B. O. Patrick, J. R. Scheffer and M. A. Garcia-Garibay, Photochem. Photobiol. Sci., 2011, 10, 1731 DOI: 10.1039/C1PP05240C

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