Active Molybdenum-Based Anode for Dehydrogenative Coupling Reactions

被引：51

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

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2018年 / 57卷 / 09期

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

页码：2450 / 2454

页数：5

共 61 条

[41] GALVANOSTATIC ELECTROCHEMICAL REDUCTION OF PENTOSES [J].

PISZCZEK, L ;

GIELDON, K ;

WOJTKOWIAK, SZ .

JOURNAL OF APPLIED ELECTROCHEMISTRY, 1992, 22 (11) :1055-1059

[42] ELECTROLYTIC REDUCTION OF ORGANIC COMPOUNDS [J].

POPP, FD ;

SCHULTZ, HP .

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 [J].

Schmitt, Dominik ;

Regenbrecht, Carolin ;

Schubert, Moritz ;

Schollmeyer, Dieter ;

Waldvogel, Siegfried R. .

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 [J].

Schmitt, Dominik ;

Regenbrecht, Carolin ;

Hartmer, Marius ;

Stecker, Florian ;

Waldvogel, Siegfried R. .

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 [J].

Schubert, Moritz ;

Waldvogel, Siegfried R. .

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 [J].

Schubert, Moritz ;

Franzmann, Peter ;

von Leupoldt, Anica Wuensche ;

Koszinowski, Konrad ;

Heinze, Katja ;

Waldvogel, Siegfried R. .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2016, 55 (03) :1156-1159

[50] Powerful Fluoroalkoxy Molybdenum(V) Reagent for Selective Oxidative Arene Coupling Reaction [J].

Schubert, Moritz ;

Leppin, Jana ;

Wehming, Kathrin ;

Schollmeyer, Dieter ;

Heinze, Katja ;

Waldvogel, Siegfried R. .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2014, 53 (09) :2494-2497

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