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The Influence of Imidazolylidene Ligands with Bulky Resorcinarenyl Substituents on Catalysts for ­Suzuki–Miyaura Coupling

Abstract : PEPPSI-type imidazolylidene palladium complexes having their carbenic ring N-substituted with an aryl ring and a cavity-shaped unit [25,26,27,28-tetrapropyloxycalix[4]aren-5-yl or 6(10),12(16),18(22)-tetramethylenedioxy-2,8,14,20-tetrapentylresorcin[4]aren-5-yl (TPR)] have been prepared and assessed in Suzuki–Miyaura cross-couplings. Remarkable efficiency in the coupling of aryl chlorides with sterically hindered arylboronic acids was observed for the carbene ligand having its N atoms (N1, N2) substituted by a mesityl and a TPR group, respectively. This good performance possibly arises from strong steric interactions between the pentyl-substituted cavitand unit and the catalytic centre, which favours reductive elimination. Two of the imidazolium salts used for complex synthesis were characterised by X-ray diffraction analysis
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https://hal-univ-rennes1.archives-ouvertes.fr/hal-01269737
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Submitted on : Friday, February 5, 2016 - 11:21:10 AM
Last modification on : Thursday, April 23, 2020 - 2:26:29 PM

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Murat Kaloğlu, David Semeril, Eric Brenner, Dominique Matt, Ismail Özdemir, et al.. The Influence of Imidazolylidene Ligands with Bulky Resorcinarenyl Substituents on Catalysts for ­Suzuki–Miyaura Coupling. European Journal of Inorganic Chemistry, Wiley-VCH Verlag, 2016, 2016 (7), pp.1115-1120. ⟨10.1002/ejic.201501238⟩. ⟨hal-01269737⟩

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