Literature DB >> 34288312

Electrochemical Activation of Diverse Conventional Photoredox Catalysts Induces Potent Photoreductant Activity*.

Colleen P Chernowsky1, Alyah F Chmiel1, Zachary K Wickens1.   

Abstract

Herein, we disclose that electrochemical stimulation induces new photocatalytic activity from a range of structurally diverse conventional photocatalysts. These studies uncover a new electron-primed photoredox catalyst capable of promoting the reductive cleavage of strong C(sp2 )-N and C(sp2 )-O bonds. We illustrate several examples of the synthetic utility of these deeply reducing but otherwise safe and mild catalytic conditions. Finally, we employ electrochemical current measurements to perform a reaction progress kinetic analysis. This technique reveals that the improved activity of this new system is a consequence of an enhanced catalyst stability profile.
© 2021 Wiley-VCH GmbH.

Entities:  

Keywords:  electrophotocatalysis; kinetic analysis; radical anions; reductive cleavage

Mesh:

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Year:  2021        PMID: 34288312      PMCID: PMC8440429          DOI: 10.1002/anie.202107169

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   16.823


  56 in total

1.  Unexpected Hydrated Electron Source for Preparative Visible-Light Driven Photoredox Catalysis.

Authors:  Christoph Kerzig; Xingwei Guo; Oliver S Wenger
Journal:  J Am Chem Soc       Date:  2019-01-23       Impact factor: 15.419

2.  Scalable and safe synthetic organic electroreduction inspired by Li-ion battery chemistry.

Authors:  Byron K Peters; Kevin X Rodriguez; Solomon H Reisberg; Sebastian B Beil; David P Hickey; Yu Kawamata; Michael Collins; Jeremy Starr; Longrui Chen; Sagar Udyavara; Kevin Klunder; Timothy J Gorey; Scott L Anderson; Matthew Neurock; Shelley D Minteer; Phil S Baran
Journal:  Science       Date:  2019-02-22       Impact factor: 47.728

3.  Electrophotocatalysis with a Trisaminocyclopropenium Radical Dication.

Authors:  He Huang; Zack M Strater; Michael Rauch; James Shee; Thomas J Sisto; Colin Nuckolls; Tristan H Lambert
Journal:  Angew Chem Int Ed Engl       Date:  2019-08-02       Impact factor: 15.336

4.  Photosubstitution in Dicyanobenzene-based Photocatalysts.

Authors:  Sascha Grotjahn; Burkhard König
Journal:  Org Lett       Date:  2021-04-06       Impact factor: 6.005

5.  Simple and Efficient Generation of Aryl Radicals from Aryl Triflates: Synthesis of Aryl Boronates and Aryl Iodides at Room Temperature.

Authors:  Wenbo Liu; Xiaobo Yang; Yang Gao; Chao-Jun Li
Journal:  J Am Chem Soc       Date:  2017-06-20       Impact factor: 15.419

6.  Electrophotocatalytic C-H Functionalization of Ethers with High Regioselectivity.

Authors:  He Huang; Zack M Strater; Tristan H Lambert
Journal:  J Am Chem Soc       Date:  2020-01-14       Impact factor: 15.419

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

Authors:  Shengfei Jin; Hang T Dang; Graham C Haug; Ru He; Viet D Nguyen; Vu T Nguyen; Hadi D Arman; Kirk S Schanze; Oleg V Larionov
Journal:  J Am Chem Soc       Date:  2020-01-10       Impact factor: 15.419

8.  Electrophotocatalytic Undirected C-H Trifluoromethylations of (Het)Arenes.

Authors:  Youai Qiu; Alexej Scheremetjew; Lars H Finger; Lutz Ackermann
Journal:  Chemistry       Date:  2020-02-19       Impact factor: 5.236

Review 9.  New Redox Strategies in Organic Synthesis by Means of Electrochemistry and Photochemistry.

Authors:  Jinjian Liu; Lingxiang Lu; Devin Wood; Song Lin
Journal:  ACS Cent Sci       Date:  2020-07-16       Impact factor: 14.553

10.  A case of chain propagation: α-aminoalkyl radicals as initiators for aryl radical chemistry.

Authors:  Timothée Constantin; Fabio Juliá; Nadeem S Sheikh; Daniele Leonori
Journal:  Chem Sci       Date:  2020-10-20       Impact factor: 9.825

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  5 in total

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

Authors:  Jonas K Widness; Daniel G Enny; Kaelyn S McFarlane-Connelly; Mahilet T Miedenbauer; Todd D Krauss; Daniel J Weix
Journal:  J Am Chem Soc       Date:  2022-06-30       Impact factor: 16.383

2.  Red Light-Based Dual Photoredox Strategy Resembling the Z-Scheme of Natural Photosynthesis.

Authors:  Felix Glaser; Oliver S Wenger
Journal:  JACS Au       Date:  2022-06-10

3.  Photophysics of Perylene Diimide Dianions and Their Application in Photoredox Catalysis.

Authors:  Han Li; Oliver S Wenger
Journal:  Angew Chem Int Ed Engl       Date:  2021-12-20       Impact factor: 16.823

4.  α-Amino Radical Halogen Atom Transfer Agents for Metallaphotoredox-Catalyzed Cross-Electrophile Couplings of Distinct Organic Halides.

Authors:  Xianhai Tian; Jaspreet Kaur; Shahboz Yakubov; Joshua P Barham
Journal:  ChemSusChem       Date:  2022-06-13       Impact factor: 9.140

Review 5.  Synthetic Molecular Photoelectrochemistry: New Frontiers in Synthetic Applications, Mechanistic Insights and Scalability.

Authors:  Shangze Wu; Jaspreet Kaur; Tobias A Karl; Xianhai Tian; Joshua P Barham
Journal:  Angew Chem Int Ed Engl       Date:  2022-02-09       Impact factor: 16.823

  5 in total

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