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

Zeinab Ahmadvand 1
Zeinab Ahmadvand
, 
Mehdi Bayat 1
Mehdi Bayat
1 Faculty of Chemistry, Bu-Ali Sina University, Hamadan, Iran
10.1016/j.mencom.2023.02.033
Published 2023-02-13
Communication , Volume 33, Issue 2, 252-254
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Ahmadvand Z., Bayat M. Theoretical study of formation mechanism for 4-methyl-3-phenylbenzonitrile in the course of the Hiyama and Suzuki-Miyaura reactions // Mendeleev Communications. 2023. Vol. 33. No. 2. pp. 252-254.
GOST all authors (up to 50) Copy
Ahmadvand Z., Bayat M. Theoretical study of formation mechanism for 4-methyl-3-phenylbenzonitrile in the course of the Hiyama and Suzuki-Miyaura reactions // Mendeleev Communications. 2023. Vol. 33. No. 2. pp. 252-254.
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TY - JOUR
DO - 10.1016/j.mencom.2023.02.033
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2023.02.033
TI - Theoretical study of formation mechanism for 4-methyl-3-phenylbenzonitrile in the course of the Hiyama and Suzuki-Miyaura reactions
T2 - Mendeleev Communications
AU - Ahmadvand, Zeinab
AU - Bayat, Mehdi
PY - 2023
DA - 2023/02/13
PB - Mendeleev Communications
SP - 252-254
IS - 2
VL - 33
ER -
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@article{2023_Ahmadvand,
author = {Zeinab Ahmadvand and Mehdi Bayat},
title = {Theoretical study of formation mechanism for 4-methyl-3-phenylbenzonitrile in the course of the Hiyama and Suzuki-Miyaura reactions},
journal = {Mendeleev Communications},
year = {2023},
volume = {33},
publisher = {Mendeleev Communications},
month = {Feb},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2023.02.033},
number = {2},
pages = {252--254},
doi = {10.1016/j.mencom.2023.02.033}
}
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Ahmadvand, Zeinab, and Mehdi Bayat. “Theoretical study of formation mechanism for 4-methyl-3-phenylbenzonitrile in the course of the Hiyama and Suzuki-Miyaura reactions.” Mendeleev Communications, vol. 33, no. 2, Feb. 2023, pp. 252-254. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2023.02.033.

Keywords

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

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.

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