Review

Electrophilic Activation of Alkenes by Platinum(II): So Much More Than a Slow Version of Palladium(II)

  1. Anthony R. Chianese Prof. Dr.1,
  2. Stephen J. Lee Dr.2,
  3. Michel R. Gagné Prof. Dr.3

Article first published online: 8 MAY 2007

DOI: 10.1002/anie.200603954

Issue

Angewandte Chemie International Edition

Angewandte Chemie International Edition

Volume 46, Issue 22, pages 4042–4059, May 25, 2007

Additional Information

How to Cite

Chianese, Anthony R., Lee, Stephen J. and Gagné, Michel R. (2007), Electrophilic Activation of Alkenes by Platinum(II): So Much More Than a Slow Version of Palladium(II). Angew. Chem. Int. Ed., 46: 4042–4059. doi: 10.1002/anie.200603954

Author Information

  1. 1

    Department of Chemistry, Colgate University, 13 Oak Drive, Hamilton, NY 13346, USA, Fax: (+1) 315-228-7718

  2. 2

    US Army Research Office, PO Box 12211, Research Triangle Park, NC 27709, USA

  3. 3

    Department of Chemistry, University of North Carolina at Chapel Hill, Chapel Hill, NC 27599, USA

Publication History

  1. Issue published online: 16 MAY 2007
  2. Article first published online: 8 MAY 2007
  3. Manuscript Received: 26 SEP 2006

Funded by

  • National Institutes of Health. Grant Number: GM-60578
  • Army Research Office. Grant Number: W911NF04D0004
  • Colgate University

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Keywords:

  • alkene ligands;
  • cyclization;
  • electrophilic addition;
  • homogeneous catalysis;
  • platinum

Abstract

The electrophilic activation of alkenes by transition-metal catalysts is a fundamental step in a rapidly growing number of catalytic processes. Although palladium is the best known metal for this purpose, the special properties of its third-row cousin platinum (strong metal–ligand bonds and slow substitution kinetics) have enabled the development of transformations that are initiated by addition to the C[DOUBLE BOND]C bonds by protic carbon, nitrogen, oxygen, and phosphorus nucleophiles, as well as alkene or arene nucleophiles. Additionally, reactivity profiles, which are often unique to platinum, provide wholly new reaction products. This Review concerns platinum-catalyzed electrophilic alkene activation reactions, with a special emphasis on the mechanistic properties of known systems, on the differences between platinum and palladium catalysts, and on the prospects for the development of new systems.

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