Methylphenylacetylene → Diphenylacetylene

Participants

Reaction Conditions

Reaction Steps

In a dry 25 mL Schlenk-tube, which has been flooded with argon, [Mo(≡N)(OSiPh3)3)(bipy)] (109.2 mg, 0.10 mmol), CuCl2 (13.4 mg, 0.10 mmol), and 1-phenyl-1-propine (116.2 mg, 1.00 mmol) were suspended in dry toluene (5 mL). The reaction mixture was stirred for 3 h at 80° C. and was filtered after cooling over a short silica gel column. The filtrate was concentrated and the residue was purified by means of column chromatography (hexane). 76.1 mg of tolane (85%) were isolated as white solid, the spectroscopic and analytical data of which were identical to those of a commercial sample. M.p.=59-61° C.

Provenance & Evidence