Tetrahydrofuran → 6-Diphenylphosphinomethyl-2,2'-bipyridine

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반응 단계

Synthesis of the Ligand BPy-(Ph)PNN (10) An oven-dried 250 mL three-necked round bottom flask equipped with an argon inlet, a stirring bar, dropping funnel and one rubber septum was cooled under a stream of argon. The flask was then charged with chlorodiphenylphosphine (1.08 g, 6 mmol) in 30 mL dry ether. The solution was cooled to 0° C. and a THF solution (5 mL) of potassium tert-butoxide (74 mg, 6.6 mmol) was added dropwise via syringe during 10 min. The resulting brown coloured mixture was stirred for 1 hr at 0° C. and then a solution of 6-chloromethyl-2,2′-bipyridine (1.02 g, 5 mmol) in 20 mL dry ether was added dropwise (˜15 min) to it. The stirring was continued for a further 1 hr at the same temperature and the mixture was allowed to slowly warm up to room temperature and stirred overnight. To this reaction mixture was added 20 mL of degassed water and the ether phase was separated under N2 atmosphere. The aqueous phase was extracted with ether (2×20 mL). The combined ether solutions were dried over anhydrous Na2SO4, filtered under N2 pressure, and the solvent was removed under vacuum to get brownish-white solid. This was purified by column chromatography in the nitrogen glove box (basic alumina; hexane:ether (10:1) as eluent) to yield 1.08 g (61%) of 6-di-phenyphosphinomethyl-2,2′-bipyridine (BPy-(Ph)PNN) as a white crystalline solid.

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