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 Pd 2(dba) 3 afforded palladium iminophosphinite complexes [(2-(CH NR)-6-(OPR′ 2)C 6H 3)PdBr] (R = 2,6- iPr 2C 6H 3, R′ = Ph ( 2a) or Cy ( 2b); R = 2,4,6-Me 3C 6H 2, 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.
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