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

Olsson, Daniel LU ; Nilsson, Patrik LU ; El Masnaouy, Mostafa LU and Wendt, Ola LU (2005) In Dalton Transactions 2005(11). p.1924-1929
Abstract
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.
Please use this url to cite or link to this publication:
author
organization
publishing date
type
Contribution to journal
publication status
published
subject
in
Dalton Transactions
volume
2005
issue
11
pages
1924 - 1929
publisher
Royal Society of Chemistry
external identifiers
  • wos:000229901900020
  • scopus:20744458570
ISSN
1477-9234
DOI
10.1039/b417908k
language
English
LU publication?
yes
id
3ecffd51-6566-4805-9650-671f3938b1cc (old id 152398)
date added to LUP
2007-07-10 13:28:29
date last changed
2017-08-20 03:48:04
@article{3ecffd51-6566-4805-9650-671f3938b1cc,
  abstract     = {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.},
  author       = {Olsson, Daniel and Nilsson, Patrik and El Masnaouy, Mostafa and Wendt, Ola},
  issn         = {1477-9234},
  language     = {eng},
  number       = {11},
  pages        = {1924--1929},
  publisher    = {Royal Society of Chemistry},
  series       = {Dalton Transactions},
  title        = {A catalytic and mechanistic investigation of a PCP pincer palladium complex in the Stille reaction},
  url          = {http://dx.doi.org/10.1039/b417908k},
  volume       = {2005},
  year         = {2005},
}