Supplementary Information

One-pot Solvent-free Catalytic Dimerization Reaction of Phenylacetylene to 1-Phenylnaphthalene

AVAT (ARMAN) TAHERPOUR1,2,*, SEPEHR TABAN3 and AKO YARI1

1Department of Organic Chemistry, Faculty of Chemistry, Razi University, P.O.Box: 67149-67346, Kermanshah, Iran

2Medical Biology Research Center, Kermanshah University of Medical Sciences, Kermanshah, Iran

3Chemistry Department, Science Faculty, Islamic Azad University, Arak Branch, P.O.Box 38135-567, Arak, Iran

e-mail:

Table of contents:

S1: The 1H-nmr spectrum aromatic patterns of phenylacetylene (1) and 1-Phenylacethylene (2) as the product.

S2: The GC and Mass spectrum of 1-Phenylacethylene (2) synthesized by the one-pot solvent free catalytic dimerization of phenylacetylene (1) and Cu/C in room temperature.

S3: The copper component on Cu/C catalyst due to EDS analysis.

S4: Another SEM image of copper-impregnated Carbone (Cu/C) catalyst in scale of 10µm.

Some of the information about the 1H-NMR and GC-Mass spectra of phenyl-acetylene (1), 1-phenylnaphtalene (2) and the one of the SEM of Cu/C catalyst was shown in the supplementary information. The 1H-NMR shows the changes of the spectrum of phenyl-acetylene (1) and 1-phenylnaphtalene (2). See S1. S2 shows the GC and Mass spectrum of 1-Phenylacethylene (2) synthesized by the one-pot solvent free catalytic dimerization of phenylacetylene (1) and Cu/C in room temperature. See S1 and S2. In S3 has shown the copper component on Cu/C catalyst due to EDS analysis. One of the SEM pictures was shown in the supplementary information. See S4. The SEM image has demonstrated the copper-impregnated Carbone (Cu/C) catalyst in scale of 10µm.

S1: The 1H-nmr spectrum aromatic patterns of phenylacetylene (1) and 1-Phenylacethylene (2) as the product.

S2: The GC and Mass spectrum of 1-Phenylacethylene (2) synthesized by the one-pot solvent free catalytic dimerization of phenylacetylene (1) and Cu/C in room temperature.

S3: The copper component on Cu/C catalyst due to EDS analysis.

S4: Another SEM image of copper-impregnated Carbone (Cu/C) catalyst in scale of 10µm.