Sampani, Stavroula I, Zdorichenko, Victor, Devonport, Jack, Rossini, Gioia, Leech, Matthew C, Lam, Kevin, Cox, Brian, Abdul-Sada, Alaa, Vargas, Alfredo and Kostakis, George E (2021) Structural and electronic control of the bidentate 1‐(2‐pyridyl)benzotriazole 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

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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
Schools and Departments:	School of Life Sciences > Chemistry
SWORD Depositor:	Mx Elements Account
Depositing User:	Mx Elements Account
Date Deposited:	10 Dec 2020 09:29
Last Modified:	10 Dec 2021 02:00
URI:	http://sro.sussex.ac.uk/id/eprint/95628

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