1 3 5 triethynylbenzene

All chemicals were commercially available and used as-received without any further purification. 4,7-dibromobenzo[c][1,2,5]thiadiazole and tetrakis(triphenylphosphine)-palladium(0) were purchased from TCI. 1,3,5-Triethynylbenzene, copper(i)iodide (CuI), triethylamine (TEA), and all other chemicals were obtained from Sigma Aldrich. X-ray photoelectron spectroscopy (XPS) data were collected by using an ESCA 2000 photoelectron spectrometer (Thermo Scientific) with monochromated Al Kα radiation (hν = 1486.6 eV). Fourier transform-infrared vacuum spectrometer (FT-IR) spectra were obtained by employing a Bruker VERTEX 80V. Solid-state NMR spectra were collected using a Bruker Digital AVANCE III (400 MHz) spectrometer. Field-emission transmission electron microscopy (FE-TEM) images were obtained by employing a JEOL JEM-2100F microscope. The Pd content was obtained through inductively coupled plasma-atomic emission spectroscopy (ICP-AES) using OPTIMA 4300 DV (Perkin-Elmer). The specific surface area and pore size distribution of the catalyst were investigated by measuring the nitrogen adsorption and desorption isotherms at 77 K on a BELSORP-MAX system (BEL, Japan). GC/GC-MS analyses were performed using an Agilent 6890N GC instrument coupled to an Agilent 5975 Network Mass Selective Detector.