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      Dual Catalysis Strategies in Photochemical Synthesis

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      Chemical Reviews
      American Chemical Society

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          Abstract

          The interaction between an electronically excited photocatalyst and an organic molecule can result in the genertion of a diverse array of reactive intermediates that can be manipulated in a variety of ways to result in synthetically useful bond constructions. This Review summarizes dual-catalyst strategies that have been applied to synthetic photochemistry. Mechanistically distinct modes of photocatalysis are discussed, including photoinduced electron transfer, hydrogen atom transfer, and energy transfer. We focus upon the cooperative interactions of photocatalysts with redox mediators, Lewis and Brønsted acids, organocatalysts, enzymes, and transition metal complexes.

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          Visible light photoredox catalysis with transition metal complexes: applications in organic synthesis.

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            Visible light photoredox catalysis: applications in organic synthesis.

            The use of visible light sensitization as a means to initiate organic reactions is attractive due to the lack of visible light absorbance by organic compounds, reducing side reactions often associated with photochemical reactions conducted with high energy UV light. This tutorial review provides a historical overview of visible light photoredox catalysis in organic synthesis along with recent examples which underscore its vast potential to initiate organic transformations.
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              Merging photoredox catalysis with organocatalysis: the direct asymmetric alkylation of aldehydes.

              Photoredox catalysis and organocatalysis represent two powerful fields of molecule activation that have found widespread application in the areas of inorganic and organic chemistry, respectively. We merged these two catalysis fields to solve problems in asymmetric chemical synthesis. Specifically, the enantioselective intermolecular alpha-alkylation of aldehydes has been accomplished using an interwoven activation pathway that combines both the photoredox catalyst Ru(bpy)3Cl2 (where bpy is 2,2'-bipyridine) and an imidazolidinone organocatalyst. This broadly applicable, yet previously elusive, alkylation reaction is now highly enantioselective and operationally trivial.
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                Author and article information

                Journal
                Chem Rev
                Chem. Rev
                cr
                chreay
                Chemical Reviews
                American Chemical Society
                0009-2665
                1520-6890
                25 April 2016
                14 September 2016
                : 116
                : 17 , Photochemistry in Organic Synthesis
                : 10035-10074
                Affiliations
                [1]Department of Chemistry, University of Wisconsin−Madison , 1101 University Avenue, Madison, Wisconsin 53706, United States
                Author notes
                Article
                10.1021/acs.chemrev.6b00018
                5083252
                27109441
                f8b8b8bd-5d6c-4d40-8bb0-506b8f0bc024
                Copyright © 2016 American Chemical Society

                This is an open access article published under an ACS AuthorChoice License, which permits copying and redistribution of the article or any adaptations for non-commercial purposes.

                History
                : 12 January 2016
                Categories
                Review
                Custom metadata
                cr6b00018
                cr-2016-00018p

                Chemistry
                Chemistry

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