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Title: Copper(I) complexes with N-(2-quinolinylmethylene)-1, 5-dimethyl- 2-phenyl-1-pyrazole-3-(2H)-one and phosphine as ligands: Effective catalyst for Sonogashira cross-coupling reaction
Authors: Chavan, S. S.
Devkule, S. S.
Keywords: Copper complexes;Copper catalyst;Arylated alkynes;Sonogashira coupling
Issue Date: May-2020
Publisher: NISCAIR-CSIR, India
Abstract: A new series of copper(I) complexes of the type [Cu(L)(PPh3)2]X (1a-c) and [Cu(L)(dppe)]X (2a-c) have been prepared by the reaction of Cu(MeCN)4]X (where X = ClO, BF and PF) with N-(2-quinolinylmethylene)-1,5-dimethyl-2-phenyl-1-pyrazole-3-(2H)-one (L) in presence of triphenylphosphine (PPh3) or 1,2-bis(diphenylphosphino)ethane (dppe) as an ancillary ligand. The UV-visible spectra indicate that, the ancillary phosphine ligands significantly perturb the MLCT state of copper(I) complexes. The thermally stable 1a-c and 2a-c complexes exhibit quasireversible redox behaviour corresponding to Cu(I)/Cu(II) couple. All complexes are tested as catalyst for Sonogashira cross-coupling of phenylacetylene with aryl iodide. The results show that all complexes worked as an effective catalyst at low temperature yielding substituted aryl alkynes as a product. The nature of phosphine ligands and size of counter anions shows marked effect on catalytic properties of all the complexes.
Page(s): 598-607
ISSN: 0975-0975(Online); 0376-4710(Print)
Appears in Collections:IJC-A Vol.59A(05) [May 2020]

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