Bis(4-bromo-2-methyl-1h-inden-1-yl)dimethylsilane → bis[4-(4-methylphenyl)-2-methyl-1H-inden-1-yl] (dimethyl)silane

Participants

Reaction Steps

In an argon atmosphere, to a solution of 15 mL of THF with 34.0 ml of 0.5 M ZnCl2 (17.0 mmol) in THF, 15.2 ml of 1.0 M p-tolylmagnesium bromide (15.2 mmol) in THF was added at ambient temperature. This mixture was stirred for 1 hour, and, then, 11.7 ml of 0.02 M Pd(PtBu3)2 (0.23 mmol, 4 mol. %) in THF and 2.78 g (5.86 mmol) of 1 were added. The resulting mixture was stirred for 5 hours at reflux. The product was isolated by flash chromatography on Silica Gel 60 (40-63 μm, d 30 mm, l 100 mm; eluent: hexanes). Yield 2.79 g (96%) of white solid of ca. 1 to 1 mixture of rac- and meso-compounds.

Provenance & Evidence