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Issue 12, 2018
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Dimeric palladium 1,2,3-triazol-5-ylidene complexes – synthesis, structure, reactivity and catalytic properties in Suzuki coupling

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Abstract

New dimeric palladium 1,2,3-triazol-5-ylidene complexes of the general formula [{Pd(μ-Cl)Cl(tzNHC)}2] (tzNHC = 1-mesityl-3-methyl-4-phenyl-1H-1,2,3-triazol-5-ylidene; 1-hexyl-3-methyl-4-phenyl-1H-1,2,3-triazol-5-ylidene and 1-butyl-3-methyl-4-phenyl-1H-1,2,3-triazol-5-ylidene) were synthesized and characterized by spectroscopic methods, X-ray analysis and DFT calculations. For the mesityl substituted complex, the crystallographic structures of both the cisoidal and transoidal isomer were obtained. In the presence of an excess of 4-tolylboronic acid, the loss of the tzNHC ligand from the palladium coordination sphere as a 5-tolyltriazolium salt was observed. The complexes are precursors of palladium species catalytically active in the coupling of arylboronic acids with aryl bromides.

Graphical abstract: Dimeric palladium 1,2,3-triazol-5-ylidene complexes – synthesis, structure, reactivity and catalytic properties in Suzuki coupling

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Article information


Submitted
27 Feb 2018
Accepted
11 May 2018
First published
11 May 2018

New J. Chem., 2018,42, 10134-10141
Article type
Paper

Dimeric palladium 1,2,3-triazol-5-ylidene complexes – synthesis, structure, reactivity and catalytic properties in Suzuki coupling

J. Lorkowski, P. Żak, M. Kubicki, C. Pietraszuk, D. Jędrzkiewicz and J. Ejfler, New J. Chem., 2018, 42, 10134
DOI: 10.1039/C8NJ00981C

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