Active Molybdenum-Based Anode for Dehydrogenative Coupling Reactions

被引:50
作者
Beil, Sebastian B. [1 ,2 ]
Mueller, Timo [1 ]
Sillart, Sydney B. [1 ]
Franzmann, Peter [1 ]
Bomm, Alexander [3 ]
Holtkamp, Michael [4 ]
Karst, Uwe [4 ]
Schade, Wolfgang [3 ]
Waldvogel, Siegfried R. [1 ,2 ]
机构
[1] Johannes Gutenberg Univ Mainz, Inst Organ Chem, Duesbergweg 10-14, D-55128 Mainz, Germany
[2] Grad Sch Excellence, Mat Sci Mainz MAINZ, Staudingerweg 9, D-55128 Mainz, Germany
[3] Fraunhofer Heinrich Hertz Inst, Abt Faseropt Sensorsyst, Stollen 19H, D-38640 Goslar, Germany
[4] Univ Munster, Inst Inorgan & Analyt Chem, Corrensstr 30, D-48149 Munster, Germany
关键词
anode; arene coupling; electrochemistry; molybdenum; oxidative coupling; SINGLE AROMATIC SUBSTRATE; N BOND FORMATION; DIARYLIODONIUM(III) SALTS; ORGANIC-COMPOUNDS; ALKALI SOLUTION; LIGNIN; ELECTRODES; REDUCTION; DEGRADATION; SELECTIVITY;
D O I
10.1002/anie.201712718
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A new and powerful active anode system that can be operated in 1,1,1,3,3,3-hexafluoro-2-propanol (HFIP) has been discovered. In HFIP the molybdenum anode forms a compact, conductive, and electroactive layer of higher-valent molybdenum species. This system can replace powerful but stoichiometrically required Mo-V reagents for the dehydrogenative coupling of aryls. This electrolytic reaction is more sustainable and allows the conversion of a broad scope of activated arenes.
引用
收藏
页码:2450 / 2454
页数:5
相关论文
共 61 条
  • [41] GALVANOSTATIC ELECTROCHEMICAL REDUCTION OF PENTOSES
    PISZCZEK, L
    GIELDON, K
    WOJTKOWIAK, SZ
    [J]. JOURNAL OF APPLIED ELECTROCHEMISTRY, 1992, 22 (11) : 1055 - 1059
  • [42] ELECTROLYTIC REDUCTION OF ORGANIC COMPOUNDS
    POPP, FD
    SCHULTZ, HP
    [J]. CHEMICAL REVIEWS, 1962, 62 (01) : 19 - +
  • [43] SCHAFER HJ, 1987, TOP CURR CHEM, V142, P101
  • [44] Treatment of black liquor (BL) by adsorption on AE resins and a subsequent electrochemical degradation of BL to obtain vanillin
    Schmitt, Dominik
    Regenbrecht, Carolin
    Schubert, Moritz
    Schollmeyer, Dieter
    Waldvogel, Siegfried R.
    [J]. HOLZFORSCHUNG, 2017, 71 (01) : 35 - 41
  • [45] Highly selective generation of vanillin by anodic degradation of lignin: a combined approach of electrochemistry and product isolation by adsorption
    Schmitt, Dominik
    Regenbrecht, Carolin
    Hartmer, Marius
    Stecker, Florian
    Waldvogel, Siegfried R.
    [J]. BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 2015, 11 : 473 - 480
  • [46] Schubert M., 2014, ANGEW CHEM, V126, P2527
  • [47] Schubert M., 2016, ANGEW CHEM, V128, P1168, DOI DOI 10.1002/ANGE.201508035
  • [48] MoV Reagents in Organic Synthesis
    Schubert, Moritz
    Waldvogel, Siegfried R.
    [J]. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2016, 2016 (11) : 1921 - 1936
  • [49] Over-Oxidation as the Key Step in the Mechanism of the MoCl5-Mediated Dehydrogenative Coupling of Arenes
    Schubert, Moritz
    Franzmann, Peter
    von Leupoldt, Anica Wuensche
    Koszinowski, Konrad
    Heinze, Katja
    Waldvogel, Siegfried R.
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2016, 55 (03) : 1156 - 1159
  • [50] Powerful Fluoroalkoxy Molybdenum(V) Reagent for Selective Oxidative Arene Coupling Reaction
    Schubert, Moritz
    Leppin, Jana
    Wehming, Kathrin
    Schollmeyer, Dieter
    Heinze, Katja
    Waldvogel, Siegfried R.
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2014, 53 (09) : 2494 - 2497