Unconventional titania photocatalysis: direct deployment of carboxylic acids in alkylations and annulations

David Manley, Roy McBurney, Phillip Miller, Russell Francis Howe, Shona Rhydderch, John Walton

Research output: Contribution to journalArticle

68 Citations (Scopus)

Abstract

Under dry, anaerobic conditions, TiO(2) photocatalysis of carboxylic acid precursors resulted in carbon-carbon bond-forming processes. High yields of dimers were obtained from TiO(2) treatment of carboxylic acids alone. On inclusion of electron-deficient alkenes, efficient alkylations were achieved with methoxymethyl and phenoxymethyl radicals. In reactions with maleic anhydride or maleimides, phenoxyacetic acid produced chromenedione derivatives in addition to adducts. These photocatalytic reactions are simple and cheap to perform, and the TiO(2) is easily removed by filtration. The anaerobic photocatalysis strategy offers a range of synthetic possibilities.

Original languageEnglish
Pages (from-to)13580-13583
Number of pages4
JournalJournal of the American Chemical Society
Volume134
Issue number33
Early online date7 Aug 2012
DOIs
Publication statusPublished - 22 Aug 2012

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