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      Visible-Light-Mediated Dual Decarboxylative Coupling of Redox-Active Esters with α,β-Unsaturated Carboxylic Acids

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          Abstract

          An efficient visible-light-induced decarboxylative coupling between α,β-unsaturated carboxylic acids and alkyl N-hydroxyphthalimide esters has been developed. A wide range of redox-active esters derived from aliphatic carboxylic acids (1°, 2° and 3°) proved viable in this dual decarboxylation process, affording a broad scope of substituted alkenes in moderate to excellent yields with good E/Z selectivities. This redox-neutral procedure was highlighted by its mild conditions, operational simplicity, easy accessibility of carboxylic acids, and excellent functional-group tolerance.

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          Dual Catalysis Strategies in Photochemical Synthesis

          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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            Nickel-catalyzed cross-couplings involving carbon-oxygen bonds.

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              Photochemistry and Photophysics of Coordination Compounds: Iridium

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                Author and article information

                Journal
                Chemistry - A European Journal
                Chem. Eur. J.
                Wiley
                09476539
                August 01 2017
                August 01 2017
                July 13 2017
                : 23
                : 43
                : 10259-10263
                Affiliations
                [1 ]Department of Chemistry, School of Science and MOE Key Laboratory for Nonequilibrium Synthesis and Modulation of Condensed Matter; Xi'an Jiaotong University; No. 28, Xianning West Road Xi'an 710049 China
                Article
                10.1002/chem.201702200
                28631846
                629bdee5-9440-4f71-b35d-92ffad3c62e9
                © 2017

                http://doi.wiley.com/10.1002/tdm_license_1.1

                http://onlinelibrary.wiley.com/termsAndConditions

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