Methylphenylacetylene → Diphenylacetylene

Participants

Reaction Conditions

Reaction Steps

In a dry 25 mL Schlenk-tube, which has been flooded with argon, [Mo(≡N)(OSiPh3)3(phen)].0.5 toluene (0.100 mmol, 116.2 mg), MnCl2 (0.100 mmol, 12.6 mg) and molecular sieve (1.00 g, 5 Å, powder) were suspended in 5 mL of toluene and the mixture was heated to 80° C. After 30 min 1-penyl-1-propine (1.00 mmol, 116.2 mg) were added, 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 column chromatography (hexane). 88.2 mg of tolane (99%) 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