Promotional effect of ionic liquids in the electrophilic fluorination of phenols

Standard

Promotional effect of ionic liquids in the electrophilic fluorination of phenols. / Borodkin, Gennady I.; Elanov, Innokenty R.; Shubin, Vyacheslav G.

In: Arkivoc, Vol. 2018, No. 2, 15.10.2017, p. 60-71.

Research output: Contribution to journal › Article › peer-review

Harvard

Borodkin, GI, Elanov, IR & Shubin, VG 2017, 'Promotional effect of ionic liquids in the electrophilic fluorination of phenols', Arkivoc, vol. 2018, no. 2, pp. 60-71. https://doi.org/10.24820/ark.5550190.p010.164

APA

Borodkin, G. I., Elanov, I. R., & Shubin, V. G. (2017). Promotional effect of ionic liquids in the electrophilic fluorination of phenols. Arkivoc, 2018(2), 60-71. https://doi.org/10.24820/ark.5550190.p010.164

Vancouver

Borodkin GI, Elanov IR, Shubin VG. Promotional effect of ionic liquids in the electrophilic fluorination of phenols. Arkivoc. 2017 Oct 15;2018(2):60-71. doi: 10.24820/ark.5550190.p010.164

Author

Borodkin, Gennady I. ; Elanov, Innokenty R. ; Shubin, Vyacheslav G. / Promotional effect of ionic liquids in the electrophilic fluorination of phenols. In: Arkivoc. 2017 ; Vol. 2018, No. 2. pp. 60-71.

BibTeX

@article{d6eaa11092c04cc4b7bb1fad82bab4af,

title = "Promotional effect of ionic liquids in the electrophilic fluorination of phenols",

abstract = "The influence of a stoichiometric amount of ionic liquids (IL) on the fluorination of phenols in various solvents has been studied. The fluorination of phenol, 1-naphthol and resorcinol was carried out using 1-chloromethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate) (F-TEDA-BF4, Selectfluor{\texttrademark}) with the formation of 2-fluoro-, 4-fluorophenol, 2-fluoro-, 4-fluoronaphthol and 4-fluoro-, 4,6-difluoro-benzene-1,3-diol as the main products. The use of a stoichiometric amount of ionic liquid as an additive results in acceleration of the reactions. The effect is most significant at low temperatures. It has been found that solvent polarity has an essential effect on the difference in yields of fluoroproducts obtained in the presence of IL and without it.",

keywords = "Fluorination, Ionic liquid, Phenols, Solvent, phenols, REAGENTS, MECHANISM, AROMATIC-COMPOUNDS, ionic liquid, F-TEDA-BF4, CHEMISTRY, solvent, AGENTS, INHIBITORS",

author = "Borodkin, {Gennady I.} and Elanov, {Innokenty R.} and Shubin, {Vyacheslav G.}",

note = "Publisher Copyright: {\textcopyright} 2018 ARKAT USA, Inc.",

year = "2017",

month = oct,

day = "15",

doi = "10.24820/ark.5550190.p010.164",

language = "English",

volume = "2018",

pages = "60--71",

journal = "Arkivoc",

issn = "1551-7004",

publisher = "Arkat USA",

number = "2",

}

RIS

TY - JOUR

T1 - Promotional effect of ionic liquids in the electrophilic fluorination of phenols

AU - Borodkin, Gennady I.

AU - Elanov, Innokenty R.

AU - Shubin, Vyacheslav G.

PY - 2017/10/15

Y1 - 2017/10/15

N2 - The influence of a stoichiometric amount of ionic liquids (IL) on the fluorination of phenols in various solvents has been studied. The fluorination of phenol, 1-naphthol and resorcinol was carried out using 1-chloromethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate) (F-TEDA-BF4, Selectfluor™) with the formation of 2-fluoro-, 4-fluorophenol, 2-fluoro-, 4-fluoronaphthol and 4-fluoro-, 4,6-difluoro-benzene-1,3-diol as the main products. The use of a stoichiometric amount of ionic liquid as an additive results in acceleration of the reactions. The effect is most significant at low temperatures. It has been found that solvent polarity has an essential effect on the difference in yields of fluoroproducts obtained in the presence of IL and without it.

AB - The influence of a stoichiometric amount of ionic liquids (IL) on the fluorination of phenols in various solvents has been studied. The fluorination of phenol, 1-naphthol and resorcinol was carried out using 1-chloromethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate) (F-TEDA-BF4, Selectfluor™) with the formation of 2-fluoro-, 4-fluorophenol, 2-fluoro-, 4-fluoronaphthol and 4-fluoro-, 4,6-difluoro-benzene-1,3-diol as the main products. The use of a stoichiometric amount of ionic liquid as an additive results in acceleration of the reactions. The effect is most significant at low temperatures. It has been found that solvent polarity has an essential effect on the difference in yields of fluoroproducts obtained in the presence of IL and without it.

KW - Fluorination

KW - Ionic liquid

KW - Phenols

KW - Solvent

KW - phenols

KW - REAGENTS

KW - MECHANISM

KW - AROMATIC-COMPOUNDS

KW - ionic liquid

KW - F-TEDA-BF4

KW - CHEMISTRY

KW - solvent

KW - AGENTS

KW - INHIBITORS

UR - http://www.scopus.com/inward/record.url?scp=85041107864&partnerID=8YFLogxK

U2 - 10.24820/ark.5550190.p010.164

DO - 10.24820/ark.5550190.p010.164

M3 - Article

AN - SCOPUS:85041107864

VL - 2018

SP - 60

EP - 71

JO - Arkivoc

JF - Arkivoc

SN - 1551-7004

IS - 2

ER -

ID: 9960106