Divergent Reactivity of <i>E</i>/<i>Z</i>‐Azobenzene‐Based Phosphine‐Gold Catalysts: Toward an ON‐ON Catalytic Photoswitch Process

Abstract This work discloses a strategy for the implementation of ON‐ON organometallic catalytic processes using photoresponsive phosphine ligands. The approach leverages on the regiodivergent reactivity of mono‐ and bimetallic gold complexes that results from π‐ vs σ,π‐activations of alkynyl‐substituted urea substrates, for the selective formation of either dihydroquinazolinone or indole‐carboxamide products, via intramolecular hydroamidation.

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Publication Details

Journal
Advanced Synthesis & Catalysis
Published
2024-10-16
DOI
https://doi.org/10.1002/adsc.202401105
Primary Topic
Advanced biosensing and bioanalysis techniques
Type
article
Field-Weighted Citation Impact
0.00

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article

Divergent Reactivity of E/Z‐Azobenzene‐Based Phosphine‐Gold Catalysts: Toward an ON‐ON Catalytic Photoswitch Process

Angéla Marinetti, Jean‐François Gallard, Vincent Gandon, Pascal Retailleau et al.
Advanced Synthesis & Catalysis
Advanced biosensing and bioanalysis techniques
article

Divergent Reactivity of E/Z‐Azobenzene‐Based Phosphine‐Gold Catalysts: Toward an ON‐ON Catalytic Photoswitch Process

Angéla Marinetti, Jean‐François Gallard, Vincent Gandon, Pascal Retailleau, Stéphane Maisonneuve, Arnaud Voituriez, Juan Xie, Nawel Goual, Fabrizio Medici
article en

Abstract

Abstract This work discloses a strategy for the implementation of ON‐ON organometallic catalytic processes using photoresponsive phosphine ligands. The approach leverages on the regiodivergent reactivity of mono‐ and bimetallic gold complexes that results from π‐ vs σ,π‐activations of alkynyl‐substituted urea substrates, for the selective formation of either dihydroquinazolinone or indole‐carboxamide products, via intramolecular hydroamidation.

Advanced Synthesis & CatalysisVol. 367(1)
Centre National de la Recherche Scientifique (FR), Institut de Chimie des Substances Naturelles (FR), University of Milan (IT), Université Paris-Saclay (FR), STMicroelectronics (France) (FR), Institut de Chimie Moléculaire et des Matériaux d'Orsay (FR)
Agence Nationale de la Recherche, Centre National de la Recherche Scientifique, Grand Équipement National De Calcul Intensif
Openalex Percentile: Top 84%
Advanced biosensing and bioanalysis techniques
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