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Carbonylation of polyfluorinated indans, tetralins and perfluoro-2,3-dihydrobenzofuran under the action of CO/SbF5. / Zonov, Yaroslav V.; Karpov, Victor M.; Mezhenkova, Tatyana V. et al.

In: Journal of Fluorine Chemistry, Vol. 214, 01.10.2018, p. 24-34.

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Zonov YV, Karpov VM, Mezhenkova TV, Platonov VE. Carbonylation of polyfluorinated indans, tetralins and perfluoro-2,3-dihydrobenzofuran under the action of CO/SbF5. Journal of Fluorine Chemistry. 2018 Oct 1;214:24-34. doi: 10.1016/j.jfluchem.2018.07.014

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Zonov, Yaroslav V. ; Karpov, Victor M. ; Mezhenkova, Tatyana V. et al. / Carbonylation of polyfluorinated indans, tetralins and perfluoro-2,3-dihydrobenzofuran under the action of CO/SbF5. In: Journal of Fluorine Chemistry. 2018 ; Vol. 214. pp. 24-34.

BibTeX

@article{7f2e76ec3bad4d06b4c3c7ec663e408c,
title = "Carbonylation of polyfluorinated indans, tetralins and perfluoro-2,3-dihydrobenzofuran under the action of CO/SbF5",
abstract = "Polyfluorinated indans and tetralins are carbonylated under the action of CO/SbF5 at room temperature and atmospheric pressure. Perfluoroindan and its 4-CF3, 5-CF3, 5-CH3, 1,1-H,H derivatives add two CO molecules to form the corresponding dimethyl indan-1,1-dicarboxylates after methanolysis, and/or 1-hydroindan-1-carboxylic acids after hydrolysis. 1-X-Perfluoroindans (X[dbnd]CF3, C2F5, C6F5, H) and 1-X-perfluorotetralins (X[dbnd]C2F5, C6F5) add one CO molecule at the 1-position to give the corresponding 1-carbonyl fluorides. Reaction of the latter with methanol gives methyl esters, whereas hydrolysis is accompanied by decarboxylation. Perfluoro-2,3-dihydrobenzofuran under the action of CO/SbF5 gives both mono- and dicarbonylation products.",
keywords = "Antimony pentafluoride, Carbocation, Carbon monoxide, Carbonyl fluoride, Carbonylation, Indan, Perfluorinated, Tetralin, DESIGN, IONS, PENTAFLUOROBENZENE, ALCOHOLS, POTENT, GENERATION, DERIVATIVES, PERFLUOROBENZOCYCLOALKENES, TRANSFORMATIONS, FLUORINE-CONTAINING CARBOCATIONS",
author = "Zonov, {Yaroslav V.} and Karpov, {Victor M.} and Mezhenkova, {Tatyana V.} and Platonov, {Vyacheslav E.}",
note = "Publisher Copyright: {\textcopyright} 2018",
year = "2018",
month = oct,
day = "1",
doi = "10.1016/j.jfluchem.2018.07.014",
language = "English",
volume = "214",
pages = "24--34",
journal = "Journal of Fluorine Chemistry",
issn = "0022-1139",
publisher = "Elsevier",

}

RIS

TY - JOUR

T1 - Carbonylation of polyfluorinated indans, tetralins and perfluoro-2,3-dihydrobenzofuran under the action of CO/SbF5

AU - Zonov, Yaroslav V.

AU - Karpov, Victor M.

AU - Mezhenkova, Tatyana V.

AU - Platonov, Vyacheslav E.

N1 - Publisher Copyright: © 2018

PY - 2018/10/1

Y1 - 2018/10/1

N2 - Polyfluorinated indans and tetralins are carbonylated under the action of CO/SbF5 at room temperature and atmospheric pressure. Perfluoroindan and its 4-CF3, 5-CF3, 5-CH3, 1,1-H,H derivatives add two CO molecules to form the corresponding dimethyl indan-1,1-dicarboxylates after methanolysis, and/or 1-hydroindan-1-carboxylic acids after hydrolysis. 1-X-Perfluoroindans (X[dbnd]CF3, C2F5, C6F5, H) and 1-X-perfluorotetralins (X[dbnd]C2F5, C6F5) add one CO molecule at the 1-position to give the corresponding 1-carbonyl fluorides. Reaction of the latter with methanol gives methyl esters, whereas hydrolysis is accompanied by decarboxylation. Perfluoro-2,3-dihydrobenzofuran under the action of CO/SbF5 gives both mono- and dicarbonylation products.

AB - Polyfluorinated indans and tetralins are carbonylated under the action of CO/SbF5 at room temperature and atmospheric pressure. Perfluoroindan and its 4-CF3, 5-CF3, 5-CH3, 1,1-H,H derivatives add two CO molecules to form the corresponding dimethyl indan-1,1-dicarboxylates after methanolysis, and/or 1-hydroindan-1-carboxylic acids after hydrolysis. 1-X-Perfluoroindans (X[dbnd]CF3, C2F5, C6F5, H) and 1-X-perfluorotetralins (X[dbnd]C2F5, C6F5) add one CO molecule at the 1-position to give the corresponding 1-carbonyl fluorides. Reaction of the latter with methanol gives methyl esters, whereas hydrolysis is accompanied by decarboxylation. Perfluoro-2,3-dihydrobenzofuran under the action of CO/SbF5 gives both mono- and dicarbonylation products.

KW - Antimony pentafluoride

KW - Carbocation

KW - Carbon monoxide

KW - Carbonyl fluoride

KW - Carbonylation

KW - Indan

KW - Perfluorinated

KW - Tetralin

KW - DESIGN

KW - IONS

KW - PENTAFLUOROBENZENE

KW - ALCOHOLS

KW - POTENT

KW - GENERATION

KW - DERIVATIVES

KW - PERFLUOROBENZOCYCLOALKENES

KW - TRANSFORMATIONS

KW - FLUORINE-CONTAINING CARBOCATIONS

UR - http://www.scopus.com/inward/record.url?scp=85051145450&partnerID=8YFLogxK

U2 - 10.1016/j.jfluchem.2018.07.014

DO - 10.1016/j.jfluchem.2018.07.014

M3 - Article

AN - SCOPUS:85051145450

VL - 214

SP - 24

EP - 34

JO - Journal of Fluorine Chemistry

JF - Journal of Fluorine Chemistry

SN - 0022-1139

ER -

ID: 16084065