Mechanism of alkyl phenylglyoxylates photoreaction in the presence of oxygen

The rate of starting material disappearance for phenylglyoxylate esters possessing a reactive γ-hydrogen is not significantly influenced by the presence of oxygen. However, the products produced and their yields are quite different. A mechanism involving trapping of the 1,4-biradical intermediate by...

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Bibliographic Details
Published inJournal of photochemistry and photobiology. A, Chemistry. Vol. 118; no. 2; pp. 75 - 80
Main Authors Hu, Shengkui, Neckers, Douglas C.
Format Journal Article
LanguageEnglish
Published Lausanne Elsevier B.V 30.10.1998
Elsevier Science
Subjects
Chemistry
Exact sciences and technology
General and physical chemistry
Laser flash photolysis
Oxygen
Phenylglyoxylates
Photochemistry
Physical chemistry of induced reactions (with radiations, particles and ultrasonics)
Phenylglyoxylates
Oxygen
Laser flash photolysis
Reaction intermediate
Organic solvent
Near ultraviolet radiation
Laser beam
Benzene
Organic free biradical
Ketoester
Kinetic parameter
Rate constant
Experimental study
Flash photolysis
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Summary:The rate of starting material disappearance for phenylglyoxylate esters possessing a reactive γ-hydrogen is not significantly influenced by the presence of oxygen. However, the products produced and their yields are quite different. A mechanism involving trapping of the 1,4-biradical intermediate by ground state oxygen following the triplet state γ-hydrogen abstraction is proposed. Rate constants for the various processes are deduced from literature values and from laser flash photolysis of the starting phenylglyoxylates.
ISSN:1010-6030
1873-2666
DOI:10.1016/S1010-6030(98)00376-1