Article ID Journal Published Year Pages File Type
1309316 Inorganica Chimica Acta 2010 6 Pages PDF
Abstract

Iminophosphinite pincer palladium complexes were synthesized and evaluated as potential catalysts in the Suzuki coupling reactions of phenylboronic acid and various aryl halides. The iminophosphinite ligands were synthesized through condensation reactions between 2-bromo-3-hydroxybenzaldehyde and 2,4,6-trimethylaniline and 2,6-diisopropylaniline, followed by phosphorylation with chlorodiphenylphosphine and chlorodicyclohexylphosphine. Oxidative addition of the pincer ligands to Pd2(dba)3 afforded palladium iminophosphinite complexes [(2-(CHNR)-6-(OPR′2)C6H3)PdBr] (R = 2,6-iPr2C6H3, R′ = Ph (2a) or Cy (2b); R = 2,4,6-Me3C6H2, R′ = Ph (2c) or Cy (2d)). Reaction of 2b and silver trifluoroacetate gave the corresponding iminophosphinite palladium trifluoroacetate (3). The solid state structures of 2a, 2d, and 3 were determined by X-ray single crystal diffraction studies.

Graphical abstractIminophosphinite pincer palladium complexes were synthesized and evaluated as potential catalysts in the Suzuki coupling reactions of phenylboronic acid and various aryl halides. The iminophosphinite ligands were synthesized through condensation reactions between 2-bromo-3-hydroxybenzaldehyde and 2,4,6-trimethylaniline and 2,6-diisopropylaniline, followed by phosphorylation with chlorodiphenylphosphine and chlorodicyclohexylphosphine. Oxidative addition of the pincer ligands to Pd2(dba)3 afforded palladium iminophosphinite complexes [(2-(CHNR)-6-(OPR′2)C6H3)PdBr] (R = 2,6-iPr2C6H3, R′ = Ph (2a) or Cy (2b); R = 2,4,6-Me3C6H2, R′ = Ph (2c) or Cy (2d)). Reaction of 2b and silver trifluoroacetate gave the corresponding iminophosphinite palladium trifluoroacetate (3). The solid state structures of 2a, 2d, and 3 were determined by X-ray single crystal diffraction methods.Figure optionsDownload full-size imageDownload as PowerPoint slide

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Physical Sciences and Engineering Chemistry Inorganic Chemistry
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