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