Novel anti-Markovnikov regioselectivity in the Wacker reaction of styrenes

Wright, Jospeh A. ORCID: https://orcid.org/0000-0001-9603-1001, Gaunt, Matthew J. and Spencer, Jonathan B. (2006) Novel anti-Markovnikov regioselectivity in the Wacker reaction of styrenes. Chemistry - A European Journal, 12 (3). pp. 949-955. ISSN 0947-6539

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Abstract

The Wacker reaction is one of the longest known palladium-catalysed organic transformations, and in the vast majority of cases proceeds with Markovnikov regioselectivity. Palladium(II)-mediated oxidation of styrenes was examined and in the absence of reoxidants was found to proceed in an anti-Markovnikov sense, giving aldehydes. Studies on the mechanism of this unusual transformation were carried out, and indicate the possible involvement of a η4-palladium–styrene complex. With a heteropolyacid as the terminal oxidant, oxidation of styrene to give the anti-Markovnikov aldehyde as the major product was found to be catalytic.

Item Type: Article
Faculty \ School: Faculty of Science > School of Chemistry
UEA Research Groups: Faculty of Science > Research Groups > Chemistry of Materials and Catalysis
Faculty of Science > Research Groups > Chemistry of Light and Energy
Faculty of Science > Research Groups > Energy Materials Laboratory
Depositing User: Users 2731 not found.
Date Deposited: 17 Oct 2012 08:27
Last Modified: 05 Mar 2024 10:30
URI: https://ueaeprints.uea.ac.uk/id/eprint/39933
DOI: 10.1002/chem.200400644

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