Visible light driven C–N cross-coupling reactions catalysed by a conjugated polymer network

This work describes the use of a fluorine and triazine containing conjugated polymer network (CPN) susceptible to <i>in situ</i> Pd doping during its preparation for photocatalytic C-N cross-coupling reactions between aryl halides and amines under visible light irradiation at room temperature. Comprehensive mechanistic investigations were conducted in order to understand the role of each variable and reactive species involved in the reaction pathway. The broad substrate range (aliphatic, aromatic, and heterocyclic) with good functional group tolerance, recyclability, low catalyst loading (5.0 wt%), use of low intensity white LED light (0.05 W cm<sup>-2</sup>), high yields (95-82%), and high turnover frequency values of up to 1515.46 h<sup>-1</sup> are some of the primary advantages of the described method. The CPN photocatalyzed gram-scale synthesis of high-value compounds like 4-(4-nitrophenyl)morpholine, 4-phenylmorpholone, and <i>N</i>-benzylpyridine-2-amine further illustrated the practical utility of the proposed approach.

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Publication Details

Journal
Organic & Biomolecular Chemistry
Published
2025-01-01
DOI
https://doi.org/10.1039/d5ob00915d
Primary Topic
Radical Photochemical Reactions
Type
article
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article

Visible light driven C–N cross-coupling reactions catalysed by a conjugated polymer network

Biplab Kumar Kuila, Biplab Kumar Kuila, Renu Mishra
Organic & Biomolecular Chemistry
Radical Photochemical Reactions
article

Visible light driven C–N cross-coupling reactions catalysed by a conjugated polymer network

Biplab Kumar Kuila, Biplab Kumar Kuila, Renu Mishra
article en

Abstract

This work describes the use of a fluorine and triazine containing conjugated polymer network (CPN) susceptible to <i>in situ</i> Pd doping during its preparation for photocatalytic C-N cross-coupling reactions between aryl halides and amines under visible light irradiation at room temperature. Comprehensive mechanistic investigations were conducted in order to understand the role of each variable and reactive species involved in the reaction pathway. The broad substrate range (aliphatic, aromatic, and heterocyclic) with good functional group tolerance, recyclability, low catalyst loading (5.0 wt%), use of low intensity white LED light (0.05 W cm<sup>-2</sup>), high yields (95-82%), and high turnover frequency values of up to 1515.46 h<sup>-1</sup> are some of the primary advantages of the described method. The CPN photocatalyzed gram-scale synthesis of high-value compounds like 4-(4-nitrophenyl)morpholine, 4-phenylmorpholone, and <i>N</i>-benzylpyridine-2-amine further illustrated the practical utility of the proposed approach.

Organic & Biomolecular ChemistryVol. 23(33)
Banaras Hindu University (IN)
Openalex Percentile: Top 86%
Radical Photochemical Reactions
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Visible light driven C–N cross-coupling reactions catalysed by a conjugated polymer network — Biplab Kumar Kuila, Biplab Kumar Kuila, et al. · Organic & Biomolecular Chemistry (2025) | TGRS Research Map | TGRS