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Ren Y, Forté J, Cheaib K, et al. Optimizing Group Transfer Catalysis by Copper Complex with Redox-Active Ligand in an Entatic State. iScience. 2020;23(3):100955doi: 10.1016/j.isci.2020.100955.
Ren, Y., Forté, J., Cheaib, K., Vanthuyne, N., Fensterbank, L., Vezin, H., Orio, M., Blanchard, S., & Desage-El Murr, M. (2020). Optimizing Group Transfer Catalysis by Copper Complex with Redox-Active Ligand in an Entatic State. iScience, 23(3), 100955. https://doi.org/10.1016/j.isci.2020.100955
Ren, Yufeng, et al. "Optimizing Group Transfer Catalysis by Copper Complex with Redox-Active Ligand in an Entatic State." iScience vol. 23,3 (2020): 100955. doi: https://doi.org/10.1016/j.isci.2020.100955
Ren Y, Forté J, Cheaib K, Vanthuyne N, Fensterbank L, Vezin H, Orio M, Blanchard S, Desage-El Murr M. Optimizing Group Transfer Catalysis by Copper Complex with Redox-Active Ligand in an Entatic State. iScience. 2020 Mar 27;23(3):100955. doi: 10.1016/j.isci.2020.100955. Epub 2020 Feb 28. PMID: 32199288; PMCID: PMC7083792.
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iScience. 2020 Mar 27;23(3):100955. doi: 10.1016/j.isci.2020.100955. Epub 2020 Feb 28.

Optimizing Group Transfer Catalysis by Copper Complex with Redox-Active Ligand in an Entatic State.

iScience

Yufeng Ren, Jeremy Forté, Khaled Cheaib, Nicolas Vanthuyne, Louis Fensterbank, Hervé Vezin, Maylis Orio, Sébastien Blanchard, Marine Desage-El Murr

Affiliations

  1. Sorbonne Université, Institut Parisien de Chimie Moléculaire, UMR CNRS 8232, 75005 Paris, France.
  2. Aix Marseille Université, CNRS, Centrale Marseille, iSm2, UMR CNRS 7313, 13397 Marseille, France.
  3. Université des Sciences et Technologies de Lille, LASIR, UMR CNRS 8516, 59655 Villeneuve d'Ascq Cedex, France.
  4. Université de Strasbourg, Institut de Chimie, UMR CNRS 7177, 67000 Strasbourg, France. Electronic address: [email protected].

PMID: 32199288 PMCID: PMC7083792 DOI: 10.1016/j.isci.2020.100955

Abstract

Metalloenzymes use earth-abundant non-noble metals to perform high-fidelity transformations in the biological world. To ensure chemical efficiency, metalloenzymes have acquired evolutionary reactivity-enhancing tools. Among these, the entatic state model states that a strongly distorted geometry induced by ligands around a metal center gives rise to an energized structure called entatic state, strongly improving the reactivity. However, the original definition refers both to the transfer of electrons or chemical groups, whereas the chemical application of this concept in synthetic systems has mostly focused on electron transfer, therefore eluding chemical transformations. Here we report that a highly strained redox-active ligand enables a copper complex to perform catalytic nitrogen- and carbon-group transfer in as fast as 2 min, thus exhibiting a strong increase in reactivity compared with its unstrained analogue. This report combines two reactivity-enhancing features from metalloenzymes, entasis and redox cofactors, applied to group-transfer catalysis.

Copyright © 2020 The Author(s). Published by Elsevier Inc. All rights reserved.

Keywords: Catalysis; Inorganic Chemistry; Molecular Inorganic Chemistry

Conflict of interest statement

Declaration of Interests The authors declare no competing interests.

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