Synergistic Photoredox and Electrochemical Catalysis in Organic Synthesis and Late-Stage Functionalizations

被引:5
作者
Sun, Ci-Yang [1 ]
Lin, Ting-Jun [1 ]
Chen, Yu-Yu [1 ]
Li, Hung-Li [1 ]
Chiang, Chien-Wei [1 ]
机构
[1] Soochow Univ, Dept Chem, 70 Linhsi Rd, Taipei 111002, Taiwan
关键词
Interfacial photoelectrochemical catalysis; Photoelectrochemical catalysis; Late-stage functionalization; Transition-metal involved photoelectrochemical catalysis; Bioconjugation; CROSS-COUPLING REACTIONS; PHOTOELECTROCHEMICAL OXIDATION; REDUCTION; BIOCONJUGATION; OXYGENATION; AMINATION; AZIDATION; CHLORIDE; LIGHT;
D O I
10.1002/cctc.202301537
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
This review delves into the innovative field of interfacial photoelectrochemical (iPEC) and photoelectrochemical (PEC) catalysis, the dynamic synthesis methodologies that seamlessly integrates electrochemical and photoredox catalysis for efficient and environmentally friendly reactions. Utilizing minute quantities of photocatalysts, visible light becomes a powerful tool, generating transient excited states to catalyze a spectrum of reactions through single-electron oxidation or reduction events. The review categorizes recent advancements, highlighting applications in organic synthesis, late-stage modifications, and the distinctive features of photoelectrochemical methodology. Despite being in its early stages, this synergistic approach holds great promise for propelling organic synthesis forward, with potential applications in large-scale synthesis and diverse late-stage functionalizations, including asymmetric catalysis and bioconjugation strategies for biomolecule modifications. This review explores the innovative realm of interfacial photoelectrochemical (iPEC) and photoelectrochemical (PEC) catalysis, seamlessly integrating electrochemical and photoredox processes for efficient reactions. Utilizing minimal photocatalysts, visible light catalyzes a range of reactions through single-electron events. Despite its early stage, this synergistic approach holds promise for advancing organic synthesis, with potential applications in late-stage modifications, and bioconjugation strategies for biomolecule modifications. image
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页数:20
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共 111 条
[81]   Photoelectrochemical dimethoxylation of furan via a bromide redox mediator using a BiVO4/WO3 photoanode [J].
Tateno, H. ;
Miseki, Y. ;
Sayama, K. .
CHEMICAL COMMUNICATIONS, 2017, 53 (31) :4378-4381
[82]   Photo-Electrochemical C-H Bond Activation of Cyclohexane Using a WO3 Photoanode and Visible Light [J].
Tateno, Hiroyuki ;
Iguchi, Shoji ;
Miseki, Yugo ;
Sayama, Kazuhiro .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2018, 57 (35) :11238-11241
[83]   Photons or Electrons? A Critical Comparison of Electrochemistry and Photoredox Catalysis for Organic Synthesis [J].
Tay, Nicholas E. S. ;
Lehnherr, Dan ;
Rovis, Tomislav .
CHEMICAL REVIEWS, 2022, 122 (02) :2487-2649
[84]   Electro-mediated PhotoRedox Catalysis for Selective C(sp3)-O Cleavages of Phosphinated Alcohols to Carbanions [J].
Tian, Xianhai ;
Karl, Tobias A. ;
Reiter, Sebastian ;
Yakubov, Shahboz ;
de Vivie-Riedle, Regina ;
Koenig, Burkhard ;
Barham, Joshua P. .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2021, 60 (38) :20817-20825
[85]   Organophotoelectrochemical silylation cyclization for the synthesis of silylated 3-CF3-2-oxindoles [J].
Wan, Qinhui ;
Huang, Chen-Yin ;
Hou, Zhong-Wei ;
Jiang, Huajiang ;
Wang, Lei .
ORGANIC CHEMISTRY FRONTIERS, 2023, 10 (14) :3585-3590
[86]   Organoelectrophotocatalytic C-H Silylation of Heteroarenes [J].
Wan, Qinhui ;
Hou, Zhong-Wei ;
Zhao, Xin-Ru ;
Xie, Xiaoyu ;
Wang, Lei .
ORGANIC LETTERS, 2023, 25 (06) :1008-1013
[87]   Merging Photochemistry with Electrochemistry: Functional-Group Tolerant Electrochemical Amination of C(sp3)-H Bonds [J].
Wang, Fei ;
Stahl, Shannon S. .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2019, 58 (19) :6385-6390
[88]   Photoelectrochemical cell for P-H/C-H cross-coupling with hydrogen evolution [J].
Wang, Jing-Hao ;
Li, Xu-Bing ;
Li, Jian ;
Lei, Tao ;
Wu, Hao-Lin ;
Nan, Xiao-Lei ;
Tung, Chen-Ho ;
Wu, Li-Zhu .
CHEMICAL COMMUNICATIONS, 2019, 55 (70) :10376-10379
[89]   Investigation of the Distribution of Thalassemia in Children in Jiangxi Province, the People's Republic of China [J].
Wang, Ke ;
Yi, Ting ;
Wu, Wen-Tao ;
Lu, Juan ;
He, Li-Na ;
Zhou, Hong-Ping ;
Ke, Jiang-Wei ;
Liu, Fa-Di .
HEMOGLOBIN, 2022, 46 (05) :272-276
[90]   In Situ Alkyl Radical Recycling-Driven Decoupled Electrophotochemical Deamination [J].
Wang, Kui ;
Liu, Xiaoyu ;
Yang, Siyu ;
Tian, Yan ;
Zhou, Mingyang ;
Zhou, Jianhua ;
Jia, Xiaofei ;
Li, Baoying ;
Liu, Siyuan ;
Chen, Jianbin .
ORGANIC LETTERS, 2022, 24 (19) :3471-3476