Phase transfer activation is an efficient protocol for catalyst activation [1]. This method is based on the phenomenon of orthogonality and takes advantage of trapping the dissociated ligand from the catalyst precursors, vivifying the active catalyst.Organic molecules may be solubilized in fluorous phases by sufficient numbers of �ponytails� {(CH2)m(CF2)n-1CF3} � based on the �like dissolves like� effect. The first perfluoroalkyl-chain containing phosphine-ligated analogs of Grubbs 2ndgeneration catalyst have been successfully prepared and studied in detail [1-3].Another objective has been the synthesis of fluorous analogs of Grubbs third generation catalyst, and investigating their catalytic efficiency (Scheme 1). The synthesis of novel, fluorous ponytail-tagged pyridine ligands will be described. The fluorous solvent/organic solvent partition coefficients have been determined for the new ligands and for the 3rdgeneration Grubbs catalyst analogs. Results of olefin metathesis reactions, conducted under biphasic (fluorous solvent/organic solvent) conditions, will be reported.References: [1] Da Costa, R.C.; Gladysz J.A. Adv. Synth. Catal. 2007  349, 243[2] Xi, Z.; Bazzi, H.S.; Gladysz J.A. Org. Lett. 2011  13, 6188.[3] Tuba, R.; Da Costa, R.C.; Bazzi, H.S.; Gladysz J.A. ACS Catal. 2012  2, 155.

Synthesis of fluorous ponytail-tagged pyridine ligands and their applications in analogs of Grubbs 3<sup>rd</sup> generation catalyst

246th National Meeting (2013)

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Synthesis of fluorous ponytail-tagged pyridine ligands and their applications in analogs of Grubbs 3rd generation catalyst

Synthesis of fluorous ponytail-tagged pyridine ligands and their applications in analogs of Grubbs 3^rd generation catalyst