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.
Original language | English |
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Pages (from-to) | 949-955 |
Number of pages | 7 |
Journal | Chemistry - A European Journal |
Volume | 12 |
Issue number | 3 |
Early online date | 5 Jan 2006 |
DOIs | |
Publication status | Published - 11 Jan 2006 |