PEPPSI-Type Palladium–NHC Complexes: Synthesis, Characterization, and Catalytic Activity in the Direct C5-Arylation of 2-Substituted Thiophene Derivatives with Aryl Halides - Université de Rennes Access content directly
Journal Articles European Journal of Inorganic Chemistry Year : 2017

PEPPSI-Type Palladium–NHC Complexes: Synthesis, Characterization, and Catalytic Activity in the Direct C5-Arylation of 2-Substituted Thiophene Derivatives with Aryl Halides

Abstract

Six benzimidazolium salts, having two nitrogen atoms substituted by various alkyl groups, have been synthesized in high yields. The benzimidazolium salts readily converted into the corresponding PEPPSI-type palladium–NHC complexes (PEPPSI = pyridine-enhanced precatalyst preparation, stabilization, and initiation). The structures of all compounds have been characterized by 1H NMR, 13C NMR, and IR spectroscopy, as well as elemental analysis techniques, which support the proposed structures. The molecular structure of one complex has been determined by single-crystal X-ray diffraction. The catalytic activity of the PEPPSI-type palladium–NHC complexes has been evaluated with respect to the direct C5-arylation of 2-substituted thiophene derivatives with various aryl halides. This arylation occurs efficiently and selectively at the C5-position of 2-substituted thiophene derivatives.
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Origin : Files produced by the author(s)
Origin : Files produced by the author(s)
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Dates and versions

hal-01515148 , version 1 (06-07-2017)

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M. Kaloğlu, I. Özdemir, V. Dorcet, Christian Bruneau, H. Doucet. PEPPSI-Type Palladium–NHC Complexes: Synthesis, Characterization, and Catalytic Activity in the Direct C5-Arylation of 2-Substituted Thiophene Derivatives with Aryl Halides. European Journal of Inorganic Chemistry, 2017, 2017 (10), pp.1382-1391. ⟨10.1002/ejic.201601452⟩. ⟨hal-01515148⟩
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