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Promoting effect of ionic liquids on ligand substitution reactions
Authors:Michael D Sliger  Rachel K Traylor  Sidney H Young  Norris W Hoffman  Robin D Rogers
Institution:a Department of Chemistry and Center for Green Manufacturing, Box 870336, The University of Alabama, Tuscaloosa, AL 35487-0336, USA
b Department of Chemistry, University of South Alabama, Mobile, AL 36688, USA
Abstract:Ionic liquid solvents N-hexylpyridinium bistrifylimide (C6pyr]Tf2N]] and 1-butyl-3-methylimidazolium hexafluorophosphate (C4mim]PF6]) promoted the displacement of anionic ligands by pyridine derivatives in trans-(Ph3P)2Rh(CO)NO3 to a much greater extent than did dichloromethane. Thus, addition of a slight excess of 2-fluoropyridine to trans-(Ph3P)2Rh(CO)NO3 in C4mim]PF6] gave a 29:71 product mixture of trans-(Ph3P)2Rh(CO)NO3:trans-(Ph3P)2Rh(CO)(2-fluoropyridine)]NO3], while the ratio was 91:9 in dichloromethane.
Keywords:Ionic liquids  Ligand substitution  Rhodium  Solvent properties
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