Modulating the electronics of palladium complexes supported by iminopyridine ligands as the catalysts in Suzuki-Miyaura and Heck-Mizoroki cross-coupling reactions

Submitting author affiliation:
IIT Hyderabad, Hyderabad, India

Beilstein Arch. 2023, 202325.

Published 13 Jun 2023

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Two bench stable palladium(II) complexes [k2-(PyCH=N(CHPh2)PdCl2)] (1) and [k3-(PyCH=N(CH(Ph2)(C6H4))PdCl)] (2) supported by iminopyridine ligands (PyCH=NR) [R = CHPh2, (L1) and R = CPh3, (L2)] were synthesized and utilized as the competent catalysts in the formation of C-C coupling products for Suzuki-Miyaura and Heck-Mizoroki reactions. The palladium complex 1 was obtained by the k2 coordination of the ligand L1 to the palladium precursor whereas complex 2 was achieved by ortho-metallation of one of the phenyl groups present in ligand L2 with the Pd metal under reaction conditions making the ligand k3-ligation to the metal. Complex 2 exhibited excellent catalytic efficiency at very low catalyst loading (0.5 mol%). The new C-C bond formations of the desired products were obtained in high yield at mild reaction conditions. Wide varieties of substrate scopes were explored for the C-C bond cross-coupling reactions.

Keywords: Palladium Catalysis • Suzuki-Miyaura Coupling • Heck-Mizoroki Coupling and one-pot synthesis.

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When a peer-reviewed version of this preprint is available, this information will be updated in the information box above. If no peer-reviewed version is available, please cite this preprint using the following information:

Kisan, D. A.; Kumar, G. S.; Sunar, S. L.; Sau, A.; Panda, T. K. Beilstein Arch. 2023, 202325. doi:10.3762/bxiv.2023.25.v1

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