Tris(1,1-dimethylethyl)phosphine → 2-(4'-Vinyl-biphenyl-4-yl)pyridine

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Reaction Conditions

Reaction Steps

Under a nitrogen stream, 23.42 g (0.158 mol) of 4-vinyl-phenyl boronic acid, 20.0 g (0.1055 mol) of 2-(4-chloro-phenyl)pyridine, 500□ of 1,4-dioxane, 27.54 g (0.474 mol, 3.3 equivalent) of fluoro-potassium, 1.69 g (0.0084 mol, 5.3 mol %) of t-butylphosphine [P(t-Bu)3)], and 2.6 g (0.0028 mol, 1.8 mol %) of palladium tris(dibenzylidene acetone) [Pd2(dba)3] were placed into a 2-neck round flask 250□. After the resulting solution was heated to reflux at 80° C. for 24 hours, the reaction was terminated. The resulting mixture was filtered, the catalyst and fluoro-potassium that were black solids were removed, and then the dioxane was removed by rotary evaporation. After extraction with 300□ of dichloromethane and 400□ of distilled water, the residue was subjected to column chromatography using a mixed solution of hexane and ethylacetate (7:3) as a developing solvent and then recrystallized at 0° C. using ethylacetate to give the 2-(4′-vinyl-biphenyl-4-yl)pyridine. The yield was 45%. As the structural characteristics of the thus prepared 2-(4′-vinyl-biphenyl-4-yl)pyridine, the 1H-NMR spectrum is shown in FIG. 2, the UV/Vis is shown in FIG. 3, the GC-Mass is shown in FIG. 4, and the FT-IR is shown in FIG. 5. Moreover, the analysis data of the 2-(4′-vinyl-biphenyl-4-yl)pyridine is shown in the following table 1:

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