Self-supported paired electrosynthesis of 2,5-dimethoxy-2,5-dihydrofuran using a thin layer flow cell without intentionally added supporting electrolyte

Horii, Daisuke; Atobe, Mahito; Fuchigami, Toshio; Marken, Frank

doi:10.1016/j.elecom.2004.10.012

Cited by 98 publications

(57 citation statements)

References 8 publications

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“…Finally, thin electrode gaps result in reduced ohmic drops: lower amounts of supporting electrolyte can therefore be added to the solution, which simplifies the tedious separation of the product from the electrolyte solution downstream of the cell. Laboratory-scale studies have demonstrated the possibility of working without supporting electrolyte in thin-gap microreactors with satisfactory yields [20][21][22].…”

Section: Introductionmentioning

confidence: 98%

A thin-gap cell for selective oxidation of 4-methylanisole to 4-methoxy-benzaldehyde-dimethylacetal

et al. 2007

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An electrochemical microreactor for organic electrosynthesis has been investigated for the anodic synthesis of 4-methylanisole to 4-methoxy-benzaldehydedimethylacetal in methanol solution. Selectivity and conversion in the single-pass thin-gap flow reactor were examined as a function of the composition of the electrolyte solution, the flow rate and the applied current. The experimental results indicate that potassium fluoride currently used for industrial synthesis and providing higher yields than sodium perchlorate, exerts an influence on the reaction mechanism: high KF concentrations facilitate the undesired oxidation of the diacetal. Nevertheless, a feed solution containing 0.1 M anisole in 0.01 M KF can be converted at 90% in the 100 lm thin-gap cell with acceptable voltages and a measured selectivity of nearly 87%. The selectivity observed substantially higher than that typically observed in conventional electrochemical cells.

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Section: Introductionmentioning

confidence: 98%

A thin-gap cell for selective oxidation of 4-methylanisole to 4-methoxy-benzaldehyde-dimethylacetal

et al. 2007

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“…30 Nagaki et al 31 have demonstrated the ability to perform the Friedel-Crafts alkylation of dimethoxy-substituted aromatics and allylsilanes; observing that an improved product distribution could be obtained under flow with reduced polyalkylation. [32][33][34] One such example was the electrochemical reduction of 4-nitrobenzyl bromide 43 to afford the coupling product 1,2bis(4-nitrophenyl)ethane 44 (Scheme 15) in 92% conversion with only 6% competing dehalogenation. 35 In an extension to this, the authors investigated the reductive coupling of benzyl bromide with a series of olefins, to afford the C-C coupling products in high yield and excellent selectivity.…”

Section: Scheme 12mentioning

confidence: 99%

Micro Reactors, Flow Reactors and Continuous Flow Synthesis

Watts

Wiles

2012

Journal of Chemical Research

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Dr Paul Watts is a reader in organic chemistry at The University of Hull and since graduating from the University of Bristol, where he completed a PhD in bio-organic natural product synthesis, he has led the Micro Reactor Group at Hull. In this role, he has published 90 papers, and he regularly contributes to the field by way of invited book chapters, review articles, and keynote lecturers on the subject of micro reaction technology in organic synthesis.Dr Charlotte Wiles is the Chief Technology Officer at Chemtrix BV, and has been actively researching within the area of micro reaction technology for 10 years, starting with a PhD entitled Micro reactors in organic chemistry, which she obtained from The University of Hull in 2003. In the past decade, she has authored many scientific papers and review articles, recently co-authoring a book on the subject of micro reaction technology in organic synthesis. More recently, she has tailored her experience to the development and evaluation of commercially available continuous flow reactors, systems and peripheral equipment.

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“…Even though some commercial cells already approach submillimeter inter-electrode gaps (see Section 17.2.2.3), microtechnologies permit us to go further, and gaps of less than 0.2 mm are attained [6][7][8][9][10][11][12], various electrode materials can be considered [6] and electrode segmentation or heat exchangers may be integrated in the reactor design [6,13]. Even though some commercial cells already approach submillimeter inter-electrode gaps (see Section 17.2.2.3), microtechnologies permit us to go further, and gaps of less than 0.2 mm are attained [6][7][8][9][10][11][12], various electrode materials can be considered [6] and electrode segmentation or heat exchangers may be integrated in the reactor design [6,13].…”

Section: Microreactors In Electrochemical Synthesismentioning

confidence: 99%

Microstructured Reactors for Electrochemical Synthesis

Rode¹,

Lapicque²

2009

Micro Process Engineering

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Electrochemistry is an extremely diversified field describing any kind of system where a chemical reaction takes place at an electrified interface and is coupled with an electron transfer between an electronic and an ionic conductor. Well-known application fields are electroanalytical devices, electrowinning of metals, electroplating, energy storage in batteries, energy conversion in fuel cells and the synthesis of a great variety of inorganic and organic compounds. The electrochemical reactors used in these different application fields are various and it is outwith the scope of this chapter to discuss the impact of microstructuring on all of them. Instead, this chapter focuses on a particular application field: electrochemical synthesis. Moreover, the reactor layout is analyzed from the point of view of process engineering whereas electrocatalytic aspects, even though extremely important in electrochemical engineering, are not treated.In the first section, some fundamentals of electrochemical processes are defined. Common industrially relevant process flow schemes and equipment are described in the second section. The third section discusses the interest of microstructured reactors in electrochemical synthesis and gives an overview of the recent literature in this area. Fundamentals of Electrochemical ProcessesFundamentals of electrochemical processes can be found in several textbooks [1][2][3][4][5]. The electrochemical reactor is an electrolytic cell, shown schematically in Figure 17.1, powered by a current source. The cell contains positively charged anodes and negatively charged cathodes in addition to an electrolyte solution containing ions which permit to carry the electric current through the solution. The reactant and the products are usually at least partially dissolved in the electrolyte.Ã A List of Symbols can be found at the end of this chapter.

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Self-supported paired electrosynthesis of 2,5-dimethoxy-2,5-dihydrofuran using a thin layer flow cell without intentionally added supporting electrolyte

Cited by 98 publications

References 8 publications

A thin-gap cell for selective oxidation of 4-methylanisole to 4-methoxy-benzaldehyde-dimethylacetal

A thin-gap cell for selective oxidation of 4-methylanisole to 4-methoxy-benzaldehyde-dimethylacetal

Micro Reactors, Flow Reactors and Continuous Flow Synthesis

Microstructured Reactors for Electrochemical Synthesis

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