Tris{4-[(1,3-diphenyl-1H-pyrazol-4-yl)methylene]-41-aminobiphenyl}amine 英文参考文献.docVIP

Molbank 2010, M677; doi:10.3390/M677 OPEN ACCESS molbank ISSN 1422-8599 /journal/molbank Short Note Tris{4-[(1,3-diphenyl-1H-pyrazol-4-yl)methylene]-41- aminobiphenyl}amine Sandhya P. Veettil and Karickal R. Haridas * School of Chemical Science, Kannur University, Payyanur campus, (p.o) Edat, Kannur, Kerala, India * Author to whom correspondence should be addressed; E-Mail: krharidas2001@. Received: 25 February 2010 / Accepted: 31 March 2010 / Published: 20 April 2010 Abstract: Tris{4-[(1,3-diphenyl-1H-pyrazol-4-yl)methylene]-41-aminobiphenyl}amine was synthesized from N-(4-bromophenyl)-N-[(1,3-diphenyl-1H-pyrazol-4-yl)methylene]amine and tris(4-bromophenyl)amine based on Ullmann coupling reaction. The synthesized compound was characterized by NMR, IR, MS and elemental analysis. Keywords: 1,3-diphenyl-1H-pyrazole-4-carboxaldehyde; tris(4-bromophenyl)amine; Ullmann coupling As part of a study towards the preparation of highly conjugated polyaromatcs incorporating a pyrazole motif with potential application in photovoltaic devices, the title compound tris{4-[(1,3- diphenyl-1H-pyrazol-4-yl)methylene]-41-aminobiphenyl}amine is prepared. The triarylamine moiety fulfills the requirement of easy and reversible oxidation and therefore constitutes the building block of many of the hole-transporting materials [1]. Electrolytic copper (100 mg, 1.6 mmol), KOH (10 mg, 0.178 mmol ) and 1,10-phenanthroline (1.0 mg, 0.006 mmol) were added to a stirred solution of N-(4-bromophenyl)-N-[(1,3-diphenyl-1H- pyrazol-4-yl)methylene]amine [2–4] (121 mg, 0.3 mmol) and tris(4-bromophenyl)amine (48 mg, 0.1 mmol) in anhydrous DMF. The resultant mixture was heated at 130 °C for 18 h and then filtered hot to remove the copper compounds and the base [5,6]. The solvent DMF was evaporated under vacuum and the dark brown solid was triturated with ethyl acetate, filtered and further purified by chromatography on silica