Electrolytic Partial Fluorination of Organic Compounds. 17. Regiospecific Anodic Fluorination of Sulfides Bearing Electron-Withdrawing Substituents at the Position .alpha. to the Sulfur Atom

Fuchigami, Toshio; Shimojo, M.; Konno, Akinori

doi:10.1021/jo00116a037

Cited by 82 publications

(34 citation statements)

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“…Some general guidelines seem to exit [56] in which Et 3 N.3HF reported to give good yield in some cases [54], while in other Et 4 NF.3HF have shown good [54][55][56]. The pay-HF is considered to be acting as a poor supporting electrolyte.…”

Section: Effect Of Supporting Electrolytes On Fluorination Processmentioning

confidence: 99%

“…The pay-HF is considered to be acting as a poor supporting electrolyte. However, some researchers indicate that py-HF medium is very good for electrochemical fluorination to organic compounds [55].. Effects of supporting electrolytes in CH 3 CN on anodic fluorination of organic compounds are summarized in Table 6.…”

Section: Effect Of Supporting Electrolytes On Fluorination Processmentioning

confidence: 99%

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Ionic liquids based fluorination of organic compounds using electrochemical method

Khan

Kong

Chen

et al. 2015

Journal of Industrial and Engineering Chemistry

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Section: Effect Of Supporting Electrolytes On Fluorination Processmentioning

confidence: 99%

Section: Effect Of Supporting Electrolytes On Fluorination Processmentioning

confidence: 99%

Ionic liquids based fluorination of organic compounds using electrochemical method

Khan

Kong

Chen

et al. 2015

Journal of Industrial and Engineering Chemistry

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“…180,181 Since anode passivation takes place during the anodic fluorination, pulse electrolysis is necessary to avoid the anode passivation. Anodic difluorination of 1 was unsuccessful in the same electrolyte solution, while anodic fluorination of α-monofluorinated acetate (2) gave the α,α-difluorinated product (3) in moderate yield after passing a large excess amount of electricity (Scheme 3): 182 Momota and co-workers 183 developed a new series of liquid fluoride salts, R 4 NF.nHF (R = Me, Et, and n-Pr, n > 3.5), that are useful in partial fluorination. These electrolytes are non viscous liquids that have high electroconductivity and anodic stability ( Figure 6).…”

Section: Organic Synthesis In Ionic Liquidsmentioning

confidence: 99%

Electrochemical routes for industrial synthesis

Sequeira¹,

Santos²

2009

J. Braz. Chem. Soc.

112

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Esta revisão examina as razões que justificam um interesse crescente da indústria química pelos processos eletrolíticos. Reveem-se as indústrias químicas, nas quais compostos orgânicos e inorgânicos são processados e descrevem-se os avanços tecnológicos mais relevantes. Inicialmente, abordam-se processos bem estabelecidos, como as indústrias cloroalcalinas de produção de alumínio, p-aminofenol, adiponitrila, etileno glicol, antraquinona, produtos perfluorados, ácido glioxílico e L-cisteína. Face à grande quantidade de informação disponível, o assunto é tratado com base científica, mas de modo bastante simplificado. Posteriormente, descrevem-se processos orgânicos e inorgânicos emergentes, nomeadamente processos eletroquímicos mediados e síntese em líquidos iónicos. Estabelecem-se paralelos entre síntese química e síntese eletroquímica. Estimula-se o interesse nos processos de eletrossíntese, particularmente em líquidos iónicos, não desmerecendo a importância das vias puramente químicas de síntese orgânica e inorgânica.This review examines the reasons for increasing interest towards electrolyses by the chemical industry, reviews the electrochemical industries as most of them now exist, and provides a status report on the key technological advances which are occurring to meet present and future needs. Classical industries like those of chloroalkali, aluminium, p-aminophenol, adiponitrile, ethylene glycol, anthraquinone, perfluorinated products, glyoxylic acid and L-cysteine are initially covered. Considering the large amount of available publications in these topics of electrochemical engineering, the covered relevant information is treated at a scientific level, although in a simplified way. Then the paper deals with emerging inorganic and organic processes, e.g. electrosynthesis in ionic liquids and mediated electrochemical processes, and finishes by assessing what the future development trend might be given the electrochemical and non electrochemical competing influences. With this approach it is hoped to stimulate the interest of chemical engineers and scientists non-specialised in electrochemical routes, and to review some cutting edge research, particularly as far as electrosynthesis in ionic liquids is concerned.

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“…Since anode passivation takes place during the anodic fluorination, pulse electrolysis is necessary. Anodic difluorination of 1 was unsuccessful in the same electrolytic solution, while anodic fluorination of a-monofluorinated acetate (2) gave the a,a-dilfluorinated product 3 in moderate yield after passing a large excess amount of electricity (Scheme 2) [13].…”

Section: Electrochemical Mono-and Difluorination Of Ethyl A-phenylthimentioning

confidence: 99%

Highly selective electrochemical fluorination of organic compounds in ionic liquids

Fuchigami

Tajima

2005

Journal of Fluorine Chemistry

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Electrolytic Partial Fluorination of Organic Compounds. 17. Regiospecific Anodic Fluorination of Sulfides Bearing Electron-Withdrawing Substituents at the Position .alpha. to the Sulfur Atom

Cited by 82 publications

References 0 publications

Ionic liquids based fluorination of organic compounds using electrochemical method

Ionic liquids based fluorination of organic compounds using electrochemical method

Electrochemical routes for industrial synthesis

Highly selective electrochemical fluorination of organic compounds in ionic liquids

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