Synthesis and catalytic applications of palladium N-heterocyclic carbene complexes as efficient pre-catalysts for Suzuki-Miyaura and Sonogashira coupling reactions

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Date

2017

Journal Title

Journal ISSN

Volume Title

Publisher

Royal Soc Chemistry

Access Rights

info:eu-repo/semantics/openAccess

Abstract

A new palladium complex series with N-heterocyclic carbene (NHC), pyridine and phosphine ligands, PdCl2(L)NHC (2a-c)(L = NHC), PdCl2(L-1)NHC(3a-c)(L-1 = pyridine), PdCl2(L-2)NHC(4a-c)(L-2 = triphenyl-phosphine) was 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 the carbene/phosphine complexes 4a-c exhibited excellent catalytic activities as compared to 2a-c, 3a-c, and the well-known systems for the palladium-catalysed Sonogashira reaction. The reactivity of 4a-c in these preliminary Sonogashira coupling tests seems to be higher than that of previously reported catalytic systems based on Pd(NHC) moieties. These new palladium NHC complexes are among the first reported palladium catalysts that are efficient for catalysing the Sonogashira reaction from arylchloride substrates.

Description

Keywords

Aryl Chlorides, Room-Temperature, Copper-Free, Amine-Free, Dehydrogenative Silylation, Transfer Hydrogenation, Phospha-Palladacycles, Cross-Couplings, Nhc, Ligands

Journal or Series

New Journal of Chemistry

WoS Q Value

Q2

Scopus Q Value

Q2

Volume

41

Issue

12

Citation