Z. Ahmadvand, M. Bayat, “Theoretical study of formation mechanism for 4-methyl-3-phenylbenzonitrile in the course of the Hiyama and Suzuki–Miyaura reactions”, Mendeleev Commun., 2023, Volume 33, Issue 2,Pages <nobr>252

Communications

Theoretical study of formation mechanism for 4-methyl-3-phenylbenzonitrile in the course of the Hiyama and Suzuki–Miyaura reactions

Z. Ahmadvand, M. Bayat

Faculty of Chemistry, Bu-Ali Sina University, Hamadan, Iran

Abstract: A theoretical study on the mechanism of conversion of 3-bromo-4-methylbenzonitrile into 4-methyl-3-phenylbenzo-nitrile in the course of the Suzuki–Miyaura and Hiyama−Denmark cross-coupling reactions has been performed at Cam-B3LYP-D3 level of theory. With the use of Pd–NHC type complex as the catalyst, the Hiyama−Denmark cross-coupling is best suited for this process from both thermodynamic and kinetic aspects.

Keywords: cross-coupling, DFT study, Hiyama−Denmark reaction, Suzuki–Miyaura reaction, N-heterocyclic carbenes, mechanism.

Language: English

DOI: 10.1016/j.mencom.2023.02.033

	*Supplementary materials:*
		Supplementary_data_1.pdf	1.1 Mb