Avance 2 600 instruments

n-Butyllithium (2.5 M in hexane), 3,4-ethylenedioxythiophene (97%), bis(triphenylphosphine)palladium (II) dichloride (98%) were purchased from Aldrich. Selenophene (98.0%) and 5-(4,4,5,5-tetramrthyl-1,3,2-dioxaborolan-2-yl-2,2′-bithiophene (98%), were purchased from TCI Europe. Anhydrous potassium carbonate (99%) was received from Chempur. Anhydrous tetrahydrofuran was purchased from POCH. Tetrahydrofuran was dried over Na/benzophenone ketal before use. Other commercially available substances and reagents were used without the prior purification. Preparative column chromatography was performed on the glass column with Acros Organics silica gel for chromatography, 0.035–0.075 mm; 60 Å. The 600 MHz ¹H NMR and ¹³C NMR spectra were recorded in deuterated chloroform (CDCl₃) on Bruker Avance II 600 Instruments, respectively. Chemical shifts were locked to chloroform δ_H 7.26 (s) and δ_C 77.16 (t) signals.

n-Butyllithium (2.5 M in hexane), trimethyltin chloride (1.0 M in THF), 2-(tributylstannyl)pyridine (85%), 3,4-ethylenedioxytiophene (97%), selenophene (97%), 2-thienylboronic acid (95%), bis(triphenylphosphine)palladium (II) dichloride (98%), tetrakis(triphenylphosphine)palladium (0) (99%), and 4,7-bis(5-bromothiophen-2-yl)benzothiadiazole (99%) were purchased from Sigma Aldrich. Anhydrous potassium carbonate (99%) was received from Chempur. Anhydrous tetrahydrofuran, toluene, and methanol were purchased from POCH. Tetrahydrofuran was dried over Na/benzophenone ketal before use. Other commercially available substances and reagents were used without any prior purification. Preparative column chromatography was performed on the glass column with Acros Organics silica gel for chromatography, 0.035–0.075 mm, 60 Å. ¹H-NMR and ¹³C-NMR spectra were recorded in deuterated chloroform (CDCl₃) on Brüker Avance III 400 MHz Instruments or on Bruker Avance II 600 Instruments, respectively. Chemical shifts were locked to chloroform δH 7.26 (s) and δC 77.16 (t) signals. The molecular weights of the products were determined using a Brüker micrOTOF-Q spectrometer, FWHM-17500, 20 Hz (Billerica, MA, USA). The percentage composition of the elements was measured on a vario EL cube Analyzer from Elementar Americas (Ronkonkoma, New York, NY, USA).