Oxidative cross-coupling of nucleophiles via Pd(I), and other tales

Seminar/Forum

Oxidative cross-coupling of nucleophiles via Pd(I), and other tales

Bio21 Auditorium
Bio21 Institute

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T: 0431308178

wwhwong@unimelb.edu.au

Organic and Biological Seminar Series Abstract: Palladium catalyzed cross coupling reactions are typically associated with a Pd(0)/Pd(II) redox couple. The use of Pd(I) in catalysis has been limited to presumed intermediates (1), and Pd-Pd dimers (2). Following the recent isolation of a stable, monomeric Pd(I) species,1 we report the use of this complex in the oxidative cross-coupling of aryl-boron and aryl-antimony nucleophiles, via a proposed Pd(0)/(I)/(II) redox cycle (3). This reaction tolerates a wide variety of substrates, with >20:1 selectivity for cross coupled products. This strategy offers a new approach to achieving the selective cross-coupling of nucleophiles and offers insight into the novel reactivity of Pd(I).

Presenter

  • Dr Joel Hooper
    Dr Joel Hooper, Monash University