Photochemical activation of pincer-ligated phosphoranides: mechanistic insight for reduction of aryl halides

Pincer-ligated phosphoranides constitute a relatively underexplored subclass of main-group compounds whose distinctive structural and electronic properties are now attracting renewed interest. In this study, we report the synthesis, full characterization, and novel photoreactivity of O,N,O-pincer ligated phosphoranide anions. Upon visible-light irradiation, these species engage in single-electron transfer (SET) processes with various aryl halides, enabling the formation of C-P and C-C bonds. A combination of electrochemical studies and TD-DFT calculations supports a mechanism involving the formation of electron donor-acceptor (EDA) complexes, followed by light-induced SET and radical recombination. These findings introduce these phosphoranides as a versatile platform for photochemical transformations and underscore the broader potential of main-group frameworks in light-driven redox chemistry.

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Journal
Chemical Science
Published
2025-11-03
DOI
https://doi.org/10.1039/d5sc06960b
Primary Topic
Synthesis and characterization of novel inorganic/organometallic compounds
Type
article
Field-Weighted Citation Impact
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article

Photochemical activation of pincer-ligated phosphoranides: mechanistic insight for reduction of aryl halides

Geoffrey Gontard, Maxime R. Vitale, Laurence Grimaud, Émile Escoudé et al.
Chemical Science
Synthesis and characterization of novel inorganic/organometallic compounds
article

Photochemical activation of pincer-ligated phosphoranides: mechanistic insight for reduction of aryl halides

Geoffrey Gontard, Maxime R. Vitale, Laurence Grimaud, Émile Escoudé, Manuel Pedrón, Ilaria Ciofini, Sami Lakhdar, Lilian Bourqui
article en

Abstract

Pincer-ligated phosphoranides constitute a relatively underexplored subclass of main-group compounds whose distinctive structural and electronic properties are now attracting renewed interest. In this study, we report the synthesis, full characterization, and novel photoreactivity of O,N,O-pincer ligated phosphoranide anions. Upon visible-light irradiation, these species engage in single-electron transfer (SET) processes with various aryl halides, enabling the formation of C-P and C-C bonds. A combination of electrochemical studies and TD-DFT calculations supports a mechanism involving the formation of electron donor-acceptor (EDA) complexes, followed by light-induced SET and radical recombination. These findings introduce these phosphoranides as a versatile platform for photochemical transformations and underscore the broader potential of main-group frameworks in light-driven redox chemistry.

Chemical ScienceVol. 17(1)
Centre National de la Recherche Scientifique (FR), Université Toulouse III - Paul Sabatier (FR), Chimie ParisTech - PSL (FR), Université Paris Sciences et Lettres (FR), École Normale Supérieure - PSL (FR), Sorbonne Université (FR), École Normale Supérieure (BI), Laboratoire Hétérochimie Fondamentale et Appliquée (FR), Institut Parisien de Chimie Moléculaire (FR)
Agence Nationale de la Recherche, Centre National de la Recherche Scientifique, Sorbonne Université
Openalex Percentile: Top 72%
Synthesis and characterization of novel inorganic/organometallic compounds
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