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Selective and Reversible Fluoride Complexation from Water by a Cyclic Tri(phosphonio)methanide Dication.
- Source :
-
Angewandte Chemie . 6/26/2017, Vol. 129 Issue 27, p8015-8019. 5p. - Publication Year :
- 2017
-
Abstract
- Tri(phosphonio)methanide dication 32+, prepared from a trifluoromethylsulfanylphosphonium dication ( 12+) via an intramolecular electrophilic aromatic substitution reaction, is an unexpected P-based, water-resistant Lewis acid that is capable to selectively and reversibly bind fluoride ions from organic/aqueous biphasic solution. The formed complex is an unusual fluorophosphorane ( [3-F]OTf). The multiple donor-acceptor interactions of 32+ that are crucial for the fluoride fixation have been elucidated by quantum chemical calculation. Compound [3-F]OTf can also be used as a convenient anhydrous fluoride ion source and was probed as a suitable catalyst of the silylotrifluoromethylation of various aldehydes. [ABSTRACT FROM AUTHOR]
Details
- Language :
- English
- ISSN :
- 00448249
- Volume :
- 129
- Issue :
- 27
- Database :
- Academic Search Index
- Journal :
- Angewandte Chemie
- Publication Type :
- Academic Journal
- Accession number :
- 123693053
- Full Text :
- https://doi.org/10.1002/ange.201701570