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Literature DB >> 26104847

A highly reducing metal-free photoredox catalyst: design and application in radical dehalogenations.

Emre H Discekici¹, Nicolas J Treat, Saemi O Poelma, Kaila M Mattson, Zachary M Hudson, Yingdong Luo, Craig J Hawker, Javier Read de Alaniz.

Abstract

Here we report the use of 10-phenylphenothiazine (PTH) as an inexpensive, highly reducing metal-free photocatalyst for the reduction of carbon-halogen bonds via the trapping of carbon-centered radical intermediates with a mild hydrogen atom donor. Dehalogenations were carried out on various substrates with excellent yields at room temperature in the presence of air.

Entities: Chemical Species

Year: 2015 PMID： 26104847 DOI： 10.1039/c5cc04677g

Source DB: PubMed Journal: Chem Commun (Camb) ISSN： 1359-7345 Impact factor: 6.222

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Cited

30 in total

1. Structure-Property Relationships for Tailoring Phenoxazines as Reducing Photoredox Catalysts.

Authors: Blaine G McCarthy; Ryan M Pearson; Chern-Hooi Lim; Steven M Sartor; Niels H Damrauer; Garret M Miyake
Journal: J Am Chem Soc Date: 2018-03-27 Impact factor: 15.419

2. Intermolecular Reactions of Pyridyl Radicals with Olefins via Photoredox Catalysis.

Authors: Ciaran P Seath; Nathan T Jui
Journal: Synlett Date: 2019-04-24 Impact factor: 2.454

3. Strongly Reducing, Visible-Light Organic Photoredox Catalysts as Sustainable Alternatives to Precious Metals.

Authors: Ya Du; Ryan M Pearson; Chern-Hooi Lim; Steven M Sartor; Matthew D Ryan; Haishen Yang; Niels H Damrauer; Garret M Miyake
Journal: Chemistry Date: 2017-08-01 Impact factor: 5.236

4. Catalytic Strategy for Regioselective Arylethylamine Synthesis.

Authors: Allyson J Boyington; Ciaran P Seath; Avery M Zearfoss; Zihao Xu; Nathan T Jui
Journal: J Am Chem Soc Date: 2019-02-21 Impact factor: 15.419

Review 5. Organocatalyzed Atom Transfer Radical Polymerization: Perspectives on Catalyst Design and Performance.

Authors: Jordan C Theriot; Blaine G McCarthy; Chern-Hooi Lim; Garret M Miyake
Journal: Macromol Rapid Commun Date: 2017-04-03 Impact factor: 5.734

6. Dual-pathway chain-end modification of RAFT polymers using visible light and metal-free conditions.

Authors: Emre H Discekici; Shelby L Shankel; Athina Anastasaki; Bernd Oschmann; In-Hwan Lee; Jia Niu; Alaina J McGrath; Paul G Clark; David S Laitar; Javier Read de Alaniz; Craig J Hawker; David J Lunn
Journal: Chem Commun (Camb) Date: 2017-02-02 Impact factor: 6.222

A highly reducing metal-free photoredox catalyst: design and application in radical dehalogenations.

1. Structure-Property Relationships for Tailoring Phenoxazines as Reducing Photoredox Catalysts.

2. Intermolecular Reactions of Pyridyl Radicals with Olefins via Photoredox Catalysis.

3. Strongly Reducing, Visible-Light Organic Photoredox Catalysts as Sustainable Alternatives to Precious Metals.

4. Catalytic Strategy for Regioselective Arylethylamine Synthesis.

Review 5. Organocatalyzed Atom Transfer Radical Polymerization: Perspectives on Catalyst Design and Performance.

6. Dual-pathway chain-end modification of RAFT polymers using visible light and metal-free conditions.

7. CdS Quantum Dots as Potent Photoreductants for Organic Chemistry Enabled by Auger Processes.

8. Potent Reductants via Electron-Primed Photoredox Catalysis: Unlocking Aryl Chlorides for Radical Coupling.

9. Multifunctional Building Blocks Compatible with Photoredox-Mediated Alkylation for DNA-Encoded Library Synthesis.

10. Visible Light-Induced Borylation of C-O, C-N, and C-X Bonds.