A coordination controlled aryl-halide oxidative addition to platinum

Olena V. Zenkina, Amir Karton, Linda J.W. Shimon, Jan M.L. Martin, Milko E. Van Der Boom

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13 Citations (Scopus)

Abstract

Aryl-halide bond activation and coordination of unsaturated substrates are key steps in many metal-mediated carbon-carbon bond-forming reactions. A series of reactions with stillbenes 1-7 and Pt(PEt3)4 were used to explore the role of substrate coordination on aryl-halide activation. The complexes 8-14 were characterized by NMR spectroscopy, and complexes 9-12 and 14 were isolated and characterized by elemental analysis. Nearly identical spectroscopic properties were reported for structurally related stillbazole complexes. Prolonged reaction times and elevated temperatures resulted in the quantitative formation of complexes 15-21. The X-ray structure of complex 12, confirms the n2-coordination of the central carbon-carbon double bond of the stillbene to the metal center. A good linear correlation was observed between the rates of these transformations and the electronic properties of the substituent of the stillbenes.

Original languageEnglish
Pages (from-to)10025-10028
Number of pages4
JournalChemistry - A European Journal
Volume15
Issue number39
DOIs
Publication statusPublished - Oct 5 2009

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Keywords

  • Aryl-halide activation
  • Bond activation
  • Olefin coordination
  • Platinum
  • Substituent effects

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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