Bis 2-Picolinyl Methane

A 500-mL three-necked round-bottomed flask is fitted with a rubber septum, a reflux condenser, and a three-way N2 inlet/outlet. The flask is charged with a magnetic stirring bar, THF (100 mL), and 2,6-lutidine (10.7 g, 0.1 mol). To this solution is added -BuLi (125 mL, 0.21 mol, 1.69 M in hexane) at —78°C. The solution is warmed to room temperature and stirred for 3 h. The resultant solution is cooled to —78°C, and a solution of anhydrous ZnCl2 (30 g, 0.22 mol) in dry THF 

Department of Molecular Chemistry and Biochemistry, Doshisha University, Kyotanabe, Kyoto 610-0321, Japan. 

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