|
|||||
|
|
2-(1-(Dimethylamino)ethyl)phenylpalladium(II) complexes 5-functionalized with fluorous silyl tails |
|
| Authors: | Henk Kleijn Jeroen J.M. de Pater Anthony L. Spek Berth-Jan Deelman Gerard van Koten |
| Affiliation: | a Debye Institute, Organic Chemistry and Catalysis, Utrecht University, Padualaan 8, NL- 3584 CH Utrecht, The Netherlands b Arkema Vlissingen B.V., R&D Department, P.O. Box 70, NL-4380 AB Vlissingen, The Netherlands c Bijvoet Center for Biomolecular Research, Crystal and Structural Chemistry, Utrecht University, Padualaan 8, NL-3584 CH Utrecht, The Netherlands |
| Abstract: | New fluorous-organometallics based on the chiral ligand α-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(α-methyl-4-trialkylsilylbenzyl)amine ligands 1a-1c that vary in the number of fluorous tails attached to the Si atom. Ligands 1a-1c 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. |
| Keywords: | Fluorous biphasic separation Fluorophilicity C,N-Chelating ligand, Pd(II) α-Methyl-N,N-dimethylbenzylamine Cyclo-metallation Partition coefficient FBS |
| 本文献已被 ScienceDirect 等数据库收录！ | |