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Synthesis and catalytic applications of palladium N-heterocyclic carbene complexes: As efficient pre-catalyst for Suzuki Miyaura and Sonogashira coupling reactions

Abstract

A new palladium complex series with N-heterocyclic carbene (NHC), pyridine and phosphine ligands, (PdCl2(L)NHC (2a-c)(L=NHC), (PdCl2(L1)NHC(3a-c)(L1=pyridine), (PdCl2(L2)NHC(4a-c)(L2=triphenylphosphine), were synthesised and fully characterized. The catalytic activities of these complexes were screened for the Sonogashira and Suzuki-Miyaura reactions between arylhalides and phenylacetylene, and phenylboronic acid, respectively. The results pointed out that carbene/phosphine complexes, 4a-c exhibited excellent catalytic activities as compared to 2a-c, 3a-c, and the well-known systems for palladium-catalysed Sonogashira reaction. The reactivity of 4a-c in these preliminary Sonogashira coupling tests seems higher than that of previously reported catalytic systems based on Pd(NHC) moities. These new palladium NHC complexes are among the first reported palladium catalysts that are efficient to catalyse the Sonogashira reaction from arylchloride substrates.

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Publication details

The article was received on 10 Feb 2017, accepted on 10 May 2017 and first published on 11 May 2017


Article type: Paper
DOI: 10.1039/C7NJ00488E
Citation: New J. Chem., 2017, Accepted Manuscript
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    Synthesis and catalytic applications of palladium N-heterocyclic carbene complexes: As efficient pre-catalyst for Suzuki Miyaura and Sonogashira coupling reactions

    L. boubakri, S. Yasar, V. Dorcet, T. Roisnel, C. Bruneau, N. Hamdi and I. özdemir, New J. Chem., 2017, Accepted Manuscript , DOI: 10.1039/C7NJ00488E

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