Photochemical reactions of alkoxy-containing-alkyl phenylglyoxylates: remote hydrogen abstraction

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Shengkui Hu and D. C. Neckers


Abstract

A series of alkoxy-containing-alkyl phenylglyoxylates have been synthesized and their photochemical reactions studied. The intention was to probe structural requirements for remote hydrogen abstraction. Products resulting from 1,10- and 1,11-hydrogen abstraction were isolated from the photochemical reactions of 4′-methoxybutyl phenylglyoxylate 3d and 5′-benzyloxypentyl phenylglyoxylate 3h respectively. Products resulting from Norrish Type II and intermolecular hydrogen abstraction reactions were also isolated. Triplet lifetimes of representative compounds were measured by laser flash photolysis.


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