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A catalytic and mechanistic investigation of a PCP pincer palladium complex in the Stille reaction

Author

  • Daniel Olsson
  • Patrik Nilsson
  • Mostafa El Masnaouy
  • Ola Wendt

Summary, in English

In an improved procedure, the complex {2,6-bis[(diphenylphosphino)methyl]benzene}chloropalladium(II) (1) was synthesised as its THF adduct and the structure was determined by X-ray crystallography. The catalytic properties of the derivative {2,6-bis[(diphenylphosphino)methyl]benzene} (trifluoroacetato)palladium(II) (2) was investigated in the Stille reaction. Complex 2 proves to be an excellent catalyst for the C-C cross-coupling between trimethyl phenyl stannane and aryl bromides using a very low catalyst loading (0.1-0.0001%), giving high turnover numbers (TONs) up to 6.9 x 10(5). A kinetic investigation of the catalytic reaction suggests a heterogeneous colloidal palladium catalyst formed from the PCP Pd(II) pre-catalyst.

Publishing year

2005

Language

English

Pages

1924-1929

Publication/Series

Dalton Transactions

Volume

2005

Issue

11

Document type

Journal article

Publisher

Royal Society of Chemistry

Topic

  • Organic Chemistry

Status

Published

ISBN/ISSN/Other

  • ISSN: 1477-9234