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General Procedure for Homocoupling Reaction of Terminal Alkynes: To a test tube with a stir bar were added terminal alkyne (1 mmol, 1, Pd/C (1.1 mg, 0.01 mol, for aromatic terminal alkyne or 3.2 mg, 0.03 mol% for aliphatic terminal alkyne; purchased from Sigma-Aldrich Co, copper(I) iodide (5.7 mg, 3 mol, and DMSO (0.5 mL) and the system was sealed with a septum. The air inside the test tube was replaced with oxygen (balloon) by five vacuum-oxygen cycles and the mixture was stirred at r.t. After 24 h, the mixture was diluted with H2O (10 mL) and Et2O (40 mL, and passed through a membrane filter (Millipore, Millex®-LH, 0.45 μm, The filtrate was separated into two layers and the ethereal layer was washed subsequently with H2O (70 mL) and brine (20 mL, dried over MgSO4, and concentrated in vacuo. The residue was purified by flash column chromatography on silica gel (hexane or hexane-Et2O) to give the correspondin
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2: C, 73.43; H, 4.79. Found: C, 73.39; H, 4.92.
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