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Bis (pyrazolyl) palladium (II) complexes as catalysts for Mizoroki–Heck cross-coupling reactions

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posted on 05.05.2020, 08:08 by Edward Ocansey, James Darkwa, Banothile C. E. Makhubela
Recent progress in carbon–carbon cross-coupling reactions has resulted in the discovery of highly active
catalysts for carrying out such transformations. However, due to the wide array of applications of the
products from cross-coupling reactions, there is the need to design suitable catalysts that permit the
practical and economical synthesis of the cross-coupled products. Palladium complexes with bulky
and electron-donating ligands have served as excellent (pre)catalysts for the Mizoroki–Heck cross-coupling
reaction. By using bulky pyrazole-based ligands, we have prepared palladium(II) complexes with
controlled steric and electronic properties of the metal center. We have used these bulky bis(pyrazolyl)-
palladium(II) complexes as (pre)catalysts for the Mizoroki–Heck cross-coupling reaction. The (pre)catalysts
displayed high activity and selectivity, giving high catalytic conversions at a low (pre)catalyst
loading and short reaction times. A mercury poisoning test confirmed that the (pre)catalysts promoted
the Mizoroki–Heck cross-coupling homogenously and do not decompose into palladium black during
the reactions. The catalytic systems were also tolerant to the presence of functional groups, such as 4-
CF3, 4-CH3, 4-CO2Me and 4-CO2Et, on the alkene substrates.

Funding

National Research Foundation of South Africa (NRF) (Grant Numbers: 105557, 95517 and 99269

Sasol (University Collaboration Programme) and the University of Johannesburg Center for Synthesis and Catalysis

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