Fluorous modification of 2,2′-bipyridine

An Efficient and Selective Epoxidation of Olefins with Novel Methyltrioxorhenium/(Fluorous Ponytailed) 2,2′‐Bipyridine Catalysts

“…[14] Into a dry round-bottom flask, 20 mL of dry THF were added. After cooling to À78 8C, LDA 2 M (0.3 mL, 2.3 mmol) and a 0.5 M solution of 4,4'-dimethyl-2,2'-bypiridine 1, (0.198 g, 1.08 mmol) in 2 mL of dry THF were added.…”

“…Spectroscopic data were in accord to those reported in the literature. [14] 4,4'-Bis(1H,1H,2H,2H,3H,3H-perfluorotridecyl)-2,2'-bipyridine (2f): Yield: 30%. White solid.…”

“…Spectroscopic data were accord to those reported in the literature. [14] Preparation of MTO Complexes (3a-f) 0.18 mmol of perfluoroalkyl bipyridines 2a-f were added to a solution of MTO (0.045 g, 0.18 mmol) in diethyl ether (5.0 mL). The mixture was kept under stirring for 2 h at room temperature.…”

“…Bis(fluorous-ponytailed) 2,2'-bipyridines 2a-f (bpy-F n ) were prepared according to literature procedures starting from commercially available 4,4'-dimethyl-2,2'-bipyridine. [14] Briefly, compound 1 was treated with lithium diisopropylamide (LDA) in dry THF at low temperature (À78 8C) followed by alkylation with perfluoroalkyl iodides of general formula C n F 2n+1 CH 2 CH 2 I (n = 5, 7 and 9) to afford desired mono-and bis(fluorous-ponytailed) nitrogen ligands (bpy-F n ) in acceptable yield [(Scheme 1, steps a) and b)]. Freshly prepared bpy-F n 2a-f (0.18 mmol) were successively added to a solution of MTO (0.18 mmol) in diethyl ether (5.0 mL) at room temperature for 4 h (Scheme 1, step c).…”

Synthesis of [PtCl2(4,4′-dialkoxy-2,2′-bipyridine)] complexes and their in vitro anticancer properties

“…19,23 This strong base is inconvenient to use, since it reacts violently with water; thus, the reaction must be performed in a specialized glassware under argon or nitrogen. Additionally, other properties (e.g., corrosivity and pyrophoricity) make this base quite difficult to use.…”