Pushing the limits of electron donation for cis-chelating ligands via an alliance of phosphonium ylide and anionic abnormal NHC

Mustapha El Kadiri; Abdelhaq Cherradi; Oleg A. Filippov; Carine Duhayon; Vincent César; Elena S. Shubina; Mohammed Lahcini; Dmitry A. Valyaev; Yves Canac

doi:10.1039/D4CC06177B

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Pushing the limits of electron donation for cis-chelating ligands via an alliance of phosphonium ylide and anionic abnormal NHC†

Mustapha El Kadiri,

^ab Abdelhaq Cherradi,^a Oleg A. Filippov,

*^c Carine Duhayon,^a Vincent César,

^a Elena S. Shubina,

^c Mohammed Lahcini,*^bd Dmitry A. Valyaev

*^a and Yves Canac

*^a

Author affiliations

* Corresponding authors

^a LCC-CNRS, Université de Toulouse, CNRS, UPS, 205 route de Narbonne, 31077 Toulouse Cedex 4, France
E-mail: dmitry.valyaev@lcc-toulouse.fr, yves.canac@lcc-toulouse.fr

^b IMED-Lab, Faculty of Sciences and Techniques, Cadi Ayyad University, Bd Abdelkrim Al Khattabi, BP 549, Marrakech, Morocco
E-mail: m.lahcini@uca.ac.ma

^c A. N. Nesmeyanov Institute of Organoelement Compounds (INEOS), Russian Academy of Sciences, 28/1 Vavilov Str., GSP-1, B-334, Moscow, Russia
E-mail: h-bond@ineos.ac.ru

^d Mohammed VI Polytechnic University, Lot 660, Hay Moulay Rachid, 43150 Ben Guerir, Morocco

Abstract

The grafting of a –(CH₂)₂PR₃⁺ moiety on an NHC ligand backbone in the Mn(I) complex [Cp(CO)₂Mn(IMes)] followed by double deprotonation opens a route to bidentate ligands with extreme electron-donating character. Such remarkable electronic properties can even allow intramolecular sp² C–H functionalization in typically inert square-planar Rh(I) dicarbonyl complexes.

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DOI: https://doi.org/10.1039/D4CC06177B
Article type: Communication
Submitted: 21 Nov 2024
Accepted: 06 Jan 2025
First published: 07 Jan 2025
This article is Open Access

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Chem. Commun., 2025,61, 2778-2781

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Pushing the limits of electron donation for cis-chelating ligands via an alliance of phosphonium ylide and anionic abnormal NHC

M. El Kadiri, A. Cherradi, O. A. Filippov, C. Duhayon, V. César, E. S. Shubina, M. Lahcini, D. A. Valyaev and Y. Canac, Chem. Commun., 2025, 61, 2778 DOI: 10.1039/D4CC06177B

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Chemical Communications

Pushing the limits of electron donation for cis-chelating ligands via an alliance of phosphonium ylide and anionic abnormal NHC†

Abstract

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Pushing the limits of electron donation for cis-chelating ligands via an alliance of phosphonium ylide and anionic abnormal NHC

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