Literature DB >> 27198967

Chromoselective Photocatalysis: Controlled Bond Activation through Light-Color Regulation of Redox Potentials.

Indrajit Ghosh1, Burkhard König2.   

Abstract

Catalysts that can be regulated in terms of activity and selectivity by external stimuli may allow the efficient multistep synthesis of complex molecules and pharmaceuticals. Herein, we report the light-color regulation of the redox potential of a photocatalyst to control the activation of chemical bonds. Light-color control of the redox power of a photocatalyst introduces a new selectivity parameter to photoredox catalysis: Instead of changing the catalyst or ligand, alteration of the color of the visible-light irradiation adjusts the selectivity in catalytic transformations. By using this principle, the selective activation of aryl-halide bonds for C-H arylation and the sequential conversion of functional groups with different reduction potentials is possible by simply applying different colors of light for excitation of the photocatalyst.
© 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  C−H arylation; dyes; photocatalysis; radical anions; radicals

Year:  2016        PMID: 27198967     DOI: 10.1002/anie.201602349

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  21 in total

1.  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

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

Authors:  Nicholas G W Cowper; Colleen P Chernowsky; Oliver P Williams; Zachary K Wickens
Journal:  J Am Chem Soc       Date:  2020-01-17       Impact factor: 15.419

Review 3.  Recent Advances in Photoredox-Mediated Radical Conjugate Addition Reactions: An Expanding Toolkit for the Giese Reaction.

Authors:  Anastasia L Gant Kanegusuku; Jennifer L Roizen
Journal:  Angew Chem Int Ed Engl       Date:  2021-07-21       Impact factor: 16.823

4.  Laboratory-scale photoredox catalysis using hydrated electrons sustainably generated with a single green laser.

Authors:  Robert Naumann; Christoph Kerzig; Martin Goez
Journal:  Chem Sci       Date:  2017-09-12       Impact factor: 9.825

5.  A mild catalytic system for radical conjugate addition of nitrogen heterocycles.

Authors:  R A Aycock; H Wang; N T Jui
Journal:  Chem Sci       Date:  2017-02-13       Impact factor: 9.825

6.  Combined In Situ Illumination-NMR-UV/Vis Spectroscopy: A New Mechanistic Tool in Photochemistry.

Authors:  Andreas Seegerer; Philipp Nitschke; Ruth M Gschwind
Journal:  Angew Chem Int Ed Engl       Date:  2018-03-30       Impact factor: 15.336

7.  Photochemical Functionalization of Helicenes.

Authors:  Martin Jakubec; Indrajit Ghosh; Jan Storch; Burkhard König
Journal:  Chemistry       Date:  2019-12-12       Impact factor: 5.236

Review 8.  Flow Photochemistry as a Tool in Organic Synthesis.

Authors:  Thomas H Rehm
Journal:  Chemistry       Date:  2020-10-01       Impact factor: 5.236

9.  Naphthalene diimides with improved solubility for visible light photoredox catalysis.

Authors:  Barbara Reiß; Hans-Achim Wagenknecht
Journal:  Beilstein J Org Chem       Date:  2019-08-27       Impact factor: 2.883

10.  Reactivity control of a photocatalytic system by changing the light intensity.

Authors:  Christoph Kerzig; Oliver S Wenger
Journal:  Chem Sci       Date:  2019-10-30       Impact factor: 9.825

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