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 |
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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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