Use of Diamond Films in Organic Electrosynthesis

Waldvogel, Siegfried R.; Kirste, Axel; Mentizi, Stamo

doi:10.1002/9781118062364.ch19

Cited by 20 publications

(18 citation statements)

References 88 publications

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“…The BINOL product can be synthesized electrochemically by a TEMPO-mediated process. [27] As recently reported, [21] an unexpected coupling product was discovered for the anodic transformation of 4-methylguaiacol (29) on boron-doped diamond in hexafluoroisopropanol 10. These conditions provide the ortho-meta homocoupling product 30 exclusively.…”

Section: A C H T U N G T R E N N U N G (Isolated) Ce [%]mentioning

confidence: 91%

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Highly Selective Electrosynthesis of Biphenols on Graphite Electrodes in Fluorinated Media

Kirste

Hayashi

Schnakenburg

et al. 2011

Chemistry A European J

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The direct and selective phenol coupling reaction that provides biphenols still represents a challenge in organic synthesis. The recently developed electrosynthesis on boron-doped diamond anodes with fluorinated additives was developed further to allow the application to less-expensive electrodes and fluorinated media. This advanced protocol allows the highly selective anodic phenol coupling reaction on graphite with a broad scope.

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Section: A C H T U N G T R E N N U N G (Isolated) Ce [%]mentioning

confidence: 91%

“…[21] Moreover, in this way the nonsymmetrical biphenol 30 was obtained exclusively. [22] This discovery opened up the pathway for the first anodic phenol-arene cross-coupling reaction, which enables the selective electrosynthesis of various nonsymmetrical biaryls.…”

Section: Introductionmentioning

confidence: 98%

Highly Selective Electrosynthesis of Biphenols on Graphite Electrodes in Fluorinated Media

Kirste

Hayashi

Schnakenburg

et al. 2011

Chemistry A European J

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“…[81,84] [89,90] Wiez uvor schon angemerkt, ist Kraft-Lignin das Hauptabfallprodukt der Zellstoffindustrie.D er elektrochemische Abbau von Kraft-Lignin zu Va nillin konnte an Pt, Au,Ni, Cu, DSA-O 2 (DSA-O 2 = dimensionsstabile Anode fürS auerstoffentwicklung) und PbO 2 gezeigt werden. [86] Schema 20. Elektrochemische Reduktion von CO 2 zu einer Vielzahl an Produkten.…”

Section: Aufsätzeunclassified

“…Carboxylierung von Methional an BDD-Kathoden. [86] Schema 20. Elektrochemischer Abbau von Lignosulfonat an Nickel-Anoden.…”

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Moderne Aspekte der Elektrochemie zur Synthese hochwertiger organischer Produkte

et al. 2018

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Die stoffliche Nutzung von Elektrizität anstelle stöchiometrischer Mengen an Oxidations‐ oder Reduktionsmitteln ist ökonomisch und ökologisch sehr attraktiv und stellt eine wichtige Triebkraft für die Forschungen in der Elektrosynthese dar. Um den Elektronentransfer an der Elektrode für eine organische Umsetzung zu nutzen, müssen die intermediär gebildeten Radikalspezies stabilisiert werden. Die Kombination der Elektrosynthese mit anderen Ansätzen der organischen Chemie oder aktuellen Synthesekonzepten ermöglicht die Entwicklung effizienter Synthesewege. Die zentrale Aufgabe des 21. Jahrhunderts besteht darin, möglichst wenig fossilen Kohlenstoff zu verwenden, weshalb die Nutzung erneuerbarer Energien immer wichtiger wird. Von steigendem Interesse ist auch die direkte Umsetzung erneuerbarer Rohstoffe, die zuvor hauptsächlich verbrannt wurden. Dieser Aufsatz gibt einen Überblick über viele der wichtigsten, zukunftsweisenden Entwicklungen der letzten Zeit, welche die Zukunft dieses sich rasch entwickelnden Feldes bestimmen werden.

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“…Currently, in most cases p‐type semiconductors are produced by doping with boron and n‐type semiconductors by doping with nitrogen . Because of the suitable coating processes boron‐doped diamond (BDD) evolved to the electrode material of choice for electrochemists ,. During the 1970s and 1980s, more and more scientists used BDD,.…”

Section: Introductionmentioning

confidence: 99%

Influence of the Nature of Boron‐Doped Diamond Anodes on the Dehydrogenative Phenol‐Phenol Cross‐Coupling

et al. 2019

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Boron‐doped diamond (BDD) represents a powerful and innovative electrode material. In particular, in combination with fluorinated solvents such as 1,1,1,3,3,3‐hexafluoro‐2‐propanol (HFIP), the system exhibits the largest known electrochemical window of approximately 5 V in protic media. Furthermore, the anodic treatment allows the direct formation of oxyl radicals, which are known to exhibit specific reactivity. The electrochemical dehydrogenative phenol‐phenol cross‐coupling is a versatile and useful transformation to non‐symmetric biphenols. This electro‐organic conversion can be divided into two regimes: initial oxidation at the anode and the electrolyte‐controlled follow‐up reaction. This work intends to provide an answer about the influence of BDD electrodes on oxidation reactions in electrosynthesis. Depending on the electro‐organic transformation, the support material of BDD, its boron content, and its fabrication method have a significant influence on the electrosynthetic efficiency.

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Use of Diamond Films in Organic Electrosynthesis

Cited by 20 publications

References 88 publications

Highly Selective Electrosynthesis of Biphenols on Graphite Electrodes in Fluorinated Media

Highly Selective Electrosynthesis of Biphenols on Graphite Electrodes in Fluorinated Media

Moderne Aspekte der Elektrochemie zur Synthese hochwertiger organischer Produkte

Influence of the Nature of Boron‐Doped Diamond Anodes on the Dehydrogenative Phenol‐Phenol Cross‐Coupling

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