Sampani, Stavroula I., Zdorichenko, Victor, Devonport, Jack, Rossini, Gioia, Leech, Matthew C., Lam, Kevin ORCID: 0000-0003-1481-9212 , Cox, Brian, Abdul-Sada, Alaa, Vargas, Alfredo and Kostakis, George E. (2020) Structural and electronic control of 1‐(2‐pyridyl)benzotriazole bidentate ligand in copper chemistry with application to catalysis in the A3 coupling reaction. Chemistry - A European Journal, 27 (13). pp. 4394-4400. ISSN 0947-6539 (Print), 1521-3765 (Online) (doi:https://doi.org/10.1002/chem.202004781)

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Abstract

The hybrid bidentate 1-(2-pyridyl)benzotriazole (pyb) ligand was introduced into 3d transition metal catalysis. Specifically, [CuII(OTf)2(pyb)2]⋅2 CH3CN (1) enables the synthesis of a wide range of propargylamines by the A3 coupling reaction at room temperature in the absence of additives. Experimental and high-level theoretical calculations suggest that the bridging N atom of the ligand imposes exclusive trans coordination at Cu and allows ligand rotation, while the N atom of the pyridine group modulates charge distribution and flux, and thus orchestrates structural and electronic precatalyst control permitting alkyne binding with simultaneous activation of the C−H bond via a transient CuI species.

Item Type:	Article
Uncontrolled Keywords:	complexes, electrochemistry, A3 coupling
Subjects:	Q Science > Q Science (General)
Faculty / School / Research Centre / Research Group:	Faculty of Engineering & Science Faculty of Engineering & Science > School of Science (SCI)
Last Modified:	09 Dec 2021 01:38
URI:	http://gala.gre.ac.uk/id/eprint/30576

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