Methylphenylacetylene → Diphenylacetylene

Participants

Reaction Conditions

Reaction Steps

In a dry 25 mL Schlenk-tube, which has been flooded with argon, 1-phenyl-1-propine (1.00 mmol, 116.2 mg), [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. The reaction solution was stirred for 3 h at 80° C. and was filtered after the cooling over a silica gel column. The filtrate was concentrated and the residue was purified by column chromatography (hexane). 88.1 mg of tolane (98%) were isolated as a white solid, the spectroscopic and analytical data of which were identical to those of a commercial sample. M.p.=59-61° C.

Provenance & Evidence