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Nucleophilic tetrafluoroethylation of carbonyl compounds with fluorinated sulfones

SYSNO ASEP	0443178
Document Type	J - Journal Article
R&D Document Type	Journal Article
Subsidiary J	Článek ve WOS
Title	Nucleophilic tetrafluoroethylation of carbonyl compounds with fluorinated sulfones
Author(s)	Václavík, Jiří (UOCHB-X)_RID Chernykh, Yana (UOCHB-X)_RID Jurásek, Bronislav (UOCHB-X) Beier, Petr (UOCHB-X)_{RID, ORCID}
Number of authors	4
Source Title	Journal of Fluorine Chemistry. - : Elsevier - ISSN 0022-1139 Roč. 169, Jan (2015), s. 24-31
Number of pages	8 s.
Language	eng - English
Country	CH - Switzerland
Keywords	fluorine ; tetrafluoroethylation ; sulfones ; nucleophilic addition ; carbonyl compounds
Subject RIV	CC - Organic Chemistry
R&D Projects	GAP207/11/0421 GA ČR - Czech Science Foundation (CSF)
Institutional support	UOCHB-X - RVO:61388963
UT WOS	000348087000004
EID SCOPUS	84922248628
DOI	10.1016/j.jfluchem.2014.10.019
Annotation	Global interest in the "CF2CF2" building blocks (tetrafluoroethylene, tetrafluoroethyl) is still rather marginal. One of the main reasons is the lack of efficient and selective tetrafluoroethylation reagents. In this context, we present here three new reagents (PhSO2CF2CF2R, R = SiMe3, SiEt3 and H) capable of nucleophilic addition to carbonyl compounds, thus affording rare alcohols containing the CF2CF2 motif. The experimental observations are complemented with a brief computational study which confirmed that the reactivity of the nudeophilic reagents is strongly dependent on electronic properties of substituents on both ends of the CF2CF2 group.
Workplace	Institute of Organic Chemistry and Biochemistry
Contact	asep@uochb.cas.cz ; Kateřina Šperková, Tel.: 232 002 584 ; Viktorie Chládková, Tel.: 232 002 434
Year of Publishing	2016

Number of the records: 1