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Molecules 2015, 20(3), 4055-4070; doi:10.3390/molecules20034055

In Situ EPR Studies of Reaction Pathways in Titania Photocatalyst-Promoted Alkylation of Alkenes

Chemistry Department, University of Aberdeen, Aberdeen AB24 3UE, UK
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Academic Editors: John Walton and Ffrancon Williams
Received: 15 January 2015 / Revised: 17 February 2015 / Accepted: 26 February 2015 / Published: 3 March 2015
(This article belongs to the Special Issue Free Radicals and Radical Ions)
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Abstract

In situ EPR spectroscopy at cryogenic temperatures has been used to observe and identify paramagnetic species produced when titania is irradiated in the presence of reactants used in the photocatalytic alkylation of maleimide with t-butyl carboxylic acid or phenoxyacetic acid. It is shown that maleimide acts as an acceptor of conduction band electrons. Valence band holes oxidise t-butyl carboxylic acid to the t-butyl radical and phenoxyacetic acid to the phenoxyacetic acid radical cation. In the presence of maleimide, the phenoxymethyl radical is formed from phenoxyacetic acid. The relevance of these observations to the mechanisms of titania photocatalyst-promoted alkylation of alkenes is discussed. View Full-Text
Keywords: EPR spectroscopy; titania; photocatalysis; alkene alkylation EPR spectroscopy; titania; photocatalysis; alkene alkylation
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MDPI and ACS Style

Rhydderch, S.; Howe, R.F. In Situ EPR Studies of Reaction Pathways in Titania Photocatalyst-Promoted Alkylation of Alkenes. Molecules 2015, 20, 4055-4070.

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