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Suzuki–Miyaura and Hiyama coupling catalyzed by PEPPSI-type complexes with non-bulky NHC ligand

[Display omitted] •Synthesis and characterization of PEPPSI-type complexes bearing small NHC ligand.•High catalytic activity of PEPPSI-type complexes in Suzuki and Hiyama reactions in ethylene glycol.•Spectroscopic evidence of labile character of N-ligands coordinated to palladium.•XPS and TEM ident...

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Published in:Journal of molecular catalysis. A, Chemical Chemical, 2016-07, Vol.418-419, p.9-18
Main Authors: Osińska, Marta, Gniewek, Andrzej, Trzeciak, Anna M.
Format: Article
Language:English
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Summary:[Display omitted] •Synthesis and characterization of PEPPSI-type complexes bearing small NHC ligand.•High catalytic activity of PEPPSI-type complexes in Suzuki and Hiyama reactions in ethylene glycol.•Spectroscopic evidence of labile character of N-ligands coordinated to palladium.•XPS and TEM identification of Pd(0) and Pd(0) NPs formed under reaction conditions.•High and constant yield of non-symmetric biphenyl in ten subsequent runs. Palladium PEPPSI-type complexes with small NHC ligand were applied as catalyst precursors in cross-coupling reactions forming a wide range of non-symmetric biaryls with high yields. The recycling of the in situ formed palladium composite was successfully performed in 10 subsequent runs. Mechanistic studies confirmed a labile character of the N-ligands coordinated to palladium by ligand exchange monitored using 1H NMR. The formation of Pd(0) NPs during the catalytic process was evidenced by TEM.
ISSN:1381-1169
1873-314X
DOI:10.1016/j.molcata.2016.03.022