摘要:
New fluorous-organometallics based on the chiral ligand alpha-methyl-N,N-dimethylbenzylamine (TMBA) were prepared by treatment of, fluorous silyl bromide reagents with in situ 4-lithiated TMBA to give fluorous N,N-dimethyl(alpha-methyl-4-trialkylsilylbenzyl)amine ligands 1a-1c that vary in the number of fluorous tails attached to the Si atom. Ligands la-le were successfully cyclo-palladated by treatment with Pd(OAc)(2)/LiCl in methanol to furnish the corresponding chloride-bridged dimeric arylpalladium(II) complexes 2a-2c in good yields. The latter derivatives could be converted into monomeric Lewis-base adducts by complexation with pyridine (3a-3c), or triphenylphosphine (4a-4c). The crystal structure of triphenylphosphine complex 4a has been elucidated. To probe their fluorophilicity, the partition coefficient of each of the derivatives in the fluorous biphasic solvent (FBS) system perfluoromethylcyclohexane/n-octane has been determined. (c) 2005 Elsevier B.V. All rights reserved.