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Nucleophilic tetrafluoroethylation of carbonyl compounds with fluorinated sulfones
- 1.0443178 - ÚOCHB 2016 RIV CH eng J - Journal Article
Václavík, Jiří - Chernykh, Yana - Jurásek, Bronislav - Beier, Petr
Nucleophilic tetrafluoroethylation of carbonyl compounds with fluorinated sulfones.
Journal of Fluorine Chemistry. Roč. 169, Jan (2015), s. 24-31. ISSN 0022-1139. E-ISSN 1873-3328
R&D Projects: GA ČR GAP207/11/0421
Grant - others:GA MŠk(CZ) ED3.2.00/08.0144; GA MŠk(CZ) LM2010005
Institutional support: RVO:61388963
Keywords : fluorine * tetrafluoroethylation * sulfones * nucleophilic addition * carbonyl compounds
Subject RIV: CC - Organic Chemistry
Impact factor: 2.213, year: 2015
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.
Permanent Link: http://hdl.handle.net/11104/0245925
Number of the records: 1