89756-88-7Relevant articles and documents
One-Pot Synthesis of 1,3-Bis(phosphinomethyl)arene PCP/PNP Pincer Ligands and Their Nickel Complexes
Shih, Wei-Chun,Ozerov, Oleg V.
, p. 4591 - 4597 (2015/10/06)
A one-pot synthesis of arene-based PCP/PNP ligands has been developed. The reaction of 1,3-bis(bromomethyl)benzene or 2,6-bis(bromomethyl)pyridine with various chlorophosphines in acetonitrile afforded bis-phosphonium salts. These salts can then be reduced by magnesium powder to yield PCP or PNP ligands. In comparison to traditional synthetic methods for making PCP/PNP ligands involving the use of secondary phosphines, this new alternative method allows for the use of chlorophosphines, which are cheaper, safer to handle, and have a broader range of commercially available derivatives. This is especially true for the chlorophosphines with less bulky alkyl groups. Moreover, the one-pot procedure can be extended to allow for the direct synthesis of PCP/PNP nickel complexes. By using nickel powder as the reductant, the resulting nickel halide was found to directly undergo metalation with the PCP or PNP ligand to generate nickel complexes in high yields.
A recyclable perfluoroalkylated PCP pincer palladium complex
Duncan, Daniel,Hope, Eric G.,Singh, Kuldip,Stuart, Alison M.
experimental part, p. 1998 - 2005 (2011/04/15)
A new fluorous PCP pincer ligand has been coordinated to Ni(ii), Pd(ii) and Pt(ii). The air stable palladium complex, which promotes Heck reactions between methyl acrylate and either aryl bromides or iodides, can be recovered intact by fluorous solid-phase extraction and was reused four times in the Heck reaction between methyl acrylate and 4-bromoacetophenone without loss in catalytic activity. The Royal Society of Chemistry 2011.
A catalytic and mechanistic investigation of a PCP pincer palladium complex in the Stille reaction
Olsson, Daniel,Nilsson, Patrik,El Masnaouy, Mostafa,Wendt, Ola F.
, p. 1924 - 1929 (2007/10/03)
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}(trmuoroacetato) 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 × 105. A kinetic investigation of the catalytic reaction suggests a heterogeneous colloidal palladium catalyst formed from the PCP Pd(II) pre-catalyst. The Royal Society of Chemistry 2005.
