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

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

Journal

Journal of Fluorine Chemistry
ISSN: 0022-1139

Output data

Year: 2018, Volume: 214, Pages: 24-34 Pages count : 11 DOI: 10.1016/j.jfluchem.2018.07.014

Tags

Carbonylation; Carbocation; Perfluorinated; Carbonyl fluoride; Indan; Tetralin; Carbon monoxide; Antimony pentafluoride

Authors

Zonov Yaroslav V. ^1,2 , Karpov Victor M. ¹ , Mezhenkova Tatyana V. ¹ , Platonov Vyacheslav E. ¹

Affiliations

1	(Данные Web of science) NN Vorozhtsov Novosibirsk Inst Organ Chem, Novosibirsk 630090, Russia
2	(Данные Web of science) Novosibirsk State Univ, Novosibirsk 630090, Russia

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=CF3, C2F5, C6F5, H) and 1-X-perfluorotetralins (X=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.

Zonov Y.V. , Karpov V.M. , Mezhenkova T.V. , Platonov V.E.
Carbonylation of polyfluorinated indans, tetralins and perfluoro-2,3-dihydrobenzofuran under the action of CO/SbF5
Journal of Fluorine Chemistry. 2018. V.214. P.24-34. DOI: 10.1016/j.jfluchem.2018.07.014 WOS Scopus РИНЦ

Published print:

Oct 1, 2018

Web of science	WOS:000446808600005
Scopus	2-s2.0-85051145450
Elibrary	35724714
OpenAlex	W2885905234