Phenalenyl-Based Photocatalyst for Bioinspired Oxidative Dehydrogenation of N-Heterocycles and Benzyl Alcohols DOI
Vishali Pathania, Sudipta Raha Roy

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(6), P. 4145 - 4155

Published: Feb. 28, 2024

The environmental benefits of molecular oxygen as the oxidizing agent in oxidation reactions that synthesize fine chemicals cannot be overstated. Increased interest developing robust photocatalysts is stimulated by fact current photocatalytic transformation boom has made previously inaccessible synthetic approaches possible. Motivated enzymatic catalysis, employing a reusable phenalenyl-based photocatalyst, we have successfully developed oxidative dehydrogenation utilizing greener oxidant. Under photoinduced conditions, different types saturated N-heterocycles and alcohols were dehydrogenated. versatility this bioinspired protocol demonstrated wide variety N-heteroaromatics, such quinoline, carbazole, quinoxaline, acridine, indole derivatives, well aldehydes ketones, synthesized. Detailed mechanistic studies validate proposed mechanism. Fluorescence lifetime CV experiments revealed crucial role water on efficiency reaction. present also provides chemoselectivity scalability, leading to superior results allowing for functionalization bioactive molecules at late stage sustainable manner.

Language: Английский

Enhancing charge carrier density and spatial decoupling effectiveness of NiS-Zn3In2S6/Bi2S3 for boosting photocatalytic acceptorless dehydrogenation of amines DOI
Wei Yi,

Ruifang Zhang,

Wei Gao

et al.

Applied Surface Science, Journal Year: 2025, Volume and Issue: unknown, P. 163325 - 163325

Published: April 1, 2025

Language: Английский

Citations

0
Enhanced interfacial charge transfer on Bi metal@defective Bi2Sn2O7 quantum dots towards improved full-spectrum photocatalysis: A combined experimental and theoretical investigation DOI
Huizhong Wu,

Ruiheng Liang,

Ge Song

et al.

Chinese Chemical Letters, Journal Year: 2023, Volume and Issue: 35(6), P. 109131 - 109131

Published: Sept. 22, 2023

Language: Английский

Citations

9
Double Hydrogen Atom Transfer Strategy for Catalytic Acceptorless Dehydrogenation of Cycloalkanes DOI Creative Commons
Rahul A. Jagtap,

Yuki Nishioka,

Stephen M. Geddis

et al.

Published: Feb. 9, 2024

The advancement of an effective hydrogen liberation tech-nology from liquid organic carriers (LOHCs), such as cyclohexane and methylcyclohexane (MCH), holds significance in realizing a hydrogen-centric society. However, the attainment homogeneous catalytic acceptorless dehydrogenation (CAD) characterized by elevated selectivity for thorough aromatization under mild conditions remains unrealized. In this study, catalyst system, facilitated double atom transfer (HAT) processes, has been devised CAD inert cycloalkanes at ambient temperature visible light irradiation. Through synergistic utilization tetrabutylammonium chloride (TBACl) thiophosphoric acid (TPA) HAT catalysts, successful with comprehensive accomplished high functional group tolerance.

Language: Английский

Citations

2
Ni-catalysed acceptorless dehydrogenative aromatisation of cyclohexanone derivatives enabled by concerted catalysis specific to supported nanoparticles DOI Creative Commons
Takehiro Matsuyama, Takafumi Yatabe, Tomohiro Yabe

et al.

Published: Feb. 19, 2024

The dehydrogenative aromatisation of cyclohexanone derivatives has had a transformative influence on the synthesis aromatic compounds because functional groups can be easily introduced at desired positions via classic organic reactions without being limited by ortho-, meta- or para-orientations. However, research is still acceptorless aromatisation, especially with regard to nonprecious-metal catalysts. Ni promising candidate catalyst as congener Pd, but thermally Ni-catalysed not been reported even in an oxidative manner difficulty β-hydride elimination and fast re-insertion Ni–H species. Here, we report CeO2-supported Ni(0) nanoparticle for derivatives. This widely applicable various such cyclohexanols, cyclohexylamines, N-heterocycles, enamines N-alkyl piperidones. Through experiments, demonstrate that present reaction was achieved concerted catalysis utilizing metal ensembles unique supported

Language: Английский

Citations

2
Phenalenyl-Based Photocatalyst for Bioinspired Oxidative Dehydrogenation of N-Heterocycles and Benzyl Alcohols DOI
Vishali Pathania, Sudipta Raha Roy

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(6), P. 4145 - 4155

Published: Feb. 28, 2024

The environmental benefits of molecular oxygen as the oxidizing agent in oxidation reactions that synthesize fine chemicals cannot be overstated. Increased interest developing robust photocatalysts is stimulated by fact current photocatalytic transformation boom has made previously inaccessible synthetic approaches possible. Motivated enzymatic catalysis, employing a reusable phenalenyl-based photocatalyst, we have successfully developed oxidative dehydrogenation utilizing greener oxidant. Under photoinduced conditions, different types saturated N-heterocycles and alcohols were dehydrogenated. versatility this bioinspired protocol demonstrated wide variety N-heteroaromatics, such quinoline, carbazole, quinoxaline, acridine, indole derivatives, well aldehydes ketones, synthesized. Detailed mechanistic studies validate proposed mechanism. Fluorescence lifetime CV experiments revealed crucial role water on efficiency reaction. present also provides chemoselectivity scalability, leading to superior results allowing for functionalization bioactive molecules at late stage sustainable manner.

Language: Английский

Citations

2