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Transformations of Organic Molecules with F-TEDA-BF4 in Ionic Liquid Media

Department of Physical and Organic Chemistry, ‘Jožef Stefan’ Institute, Jamova 39, 1000 Ljubljana, Slovenia
Faculty for Chemistry and Chemical Technology, University of Ljubljana, Aškerčeva 5, 1000 Ljubljana, Slovenia
Author to whom correspondence should be addressed.
Molecules 2009, 14(7), 2394-2409;
Received: 11 May 2009 / Revised: 10 June 2009 / Accepted: 3 July 2009 / Published: 6 July 2009
(This article belongs to the Collection Ionic Liquids)
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The transformations of organic molecules with F-TEDA-BF4 (1) were investigated in the hydrophilic ionic liquid (IL) 1-butyl-3-methyl-imidazolium tetrafluoroborate ([bmim][BF4], 2) and the hydrophobic IL 1-butyl-3-methyl-imidazolium hexafluorophosphate ([bmim][PF6], 3). The range of substrates included alkyl substituted phenols 4a-c, 9, 13, 1,1-diphenylethene (15), alkyl aryl ketones 19-22, aldehydes 23-25 and methoxy-substituted benzene derivatives 26-30. The evaluation of the outcome of reactions performed in IL media in comparison to those of the corresponding reactions in conventional organic solvents revealed that the transformations in IL are less efficient and selective. The effect of the presence of a nucleophile (MeOH, H2O, MeCN) on the course of reaction was also studied. View Full-Text
Keywords: F-TEDA-BF4; fluorination; ionic liquids; green chemistry F-TEDA-BF4; fluorination; ionic liquids; green chemistry

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This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

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Pavlinac, J.; Zupan, M.; Stavber, S. Transformations of Organic Molecules with F-TEDA-BF4 in Ionic Liquid Media. Molecules 2009, 14, 2394-2409.

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