Transformations of organic molecules with F-TEDA-BF4 in ionic liquid media.
The transformations of organic molecules with F-TEDA-BF(4) (1) were investigated in the hydrophilic ionic liquid (IL) 1-butyl-3-methyl-imidazolium tetrafluoroborate ([bmim][BF(4)], 2) and the hydrophobic IL 1-butyl-3-methyl-imidazolium hexafluorophosphate ([bmim][PF(6)], 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, H(2)O, MeCN) on the course of reaction was also studied.
Pavlinac
Jasminka
J
Department of Physical and Organic Chemistry, Jozef Stefan Institute, Jamova 39, 1000 Ljubljana, Slovenia. jasminka.pavlinac@ijs.si
Zupan
Marko
M
Stavber
Stojan
S
D000447:Aldehydes / Q000737:chemistry; D001555:Benzene Derivatives / Q000737:chemistry; D003979:Diazonium Compounds / Q000737:chemistry*; D007093:Imidazoles / Q000737:chemistry*; D052578:Ionic Liquids / Q000737:chemistry*; D007659:Ketones / Q000737:chemistry; D010636:Phenols / Q000737:chemistry
C419324:1-butyl-3-methylimidazolium tetrafluoroborate; D000447:Aldehydes; D001555:Benzene Derivatives; D003979:Diazonium Compounds; D007093:Imidazoles; D052578:Ionic Liquids; D007659:Ketones; D010636:Phenols; C408750:selectfluor