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Molecular structures and reactivity of trifluoromethyltris(dialkylamino)phosphonium bromides |
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| Authors: | Alexander N. Chernega, Alexander A. Kolomeitsev, Yurij L. Yagupolskij, Andreas Gentzsch,Gerd-Volker R schenthaler |
| Affiliation: | a Institute of Organic Chemistry, Ukrainian Academy of Sciences, Murmanskaya 5, 252660-, Kiev, Ukraine b Institute of Inorganic and Physical Chemistry, University of Bremen, Bibliothekstraße, 28334, Bremen, Germany |
| Abstract: | Hexa-alkylphosphorus triamides and trifluoromethyl bromide react to give trifluoromethyltris(dialkylamino)phosphonium bromides which were used for the trifluoromethylation of benzaldehyde and copper(I) iodide in the presence of fluoride anions with different counterions; tris(diethylamino)difluorophosphorane proved to be a masked fluoride anion donor. The structures of [CF3P(NMe2)3]+Br− and [CF3P(NEt2)3]+Br− have been determined by single-crystal X-ray investigations and shown to exhibit a distorted tetrahedral bond configuration with a rather long (F3)C---P bond of 1.866(9) or 1.896(6) Å, respectively. |
| Keywords: | Molecular structures Reactivity Trifluoromethyltris(dialkylamino)phosphonium bromides Single-crystal X-ray determination NMR spectroscopy |
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