Design and Synthesis of New 5-aryl-4-Arylethynyl-1<i>H</i>-1,2,3-triazoles with Valuable Photophysical and Biological Properties
Mariia M. Efremova,
Anastasia I. Govdi,
Valeria V. Frolova,
Andrey M. Rumyantsev,
Irina A. Balova
Affiliations
Mariia M. Efremova
Institute of Chemistry, Saint Petersburg State University (SPbU), Universitetskaya nab. 7/9, 199034 Saint Petersburg, Russia
Anastasia I. Govdi
Institute of Chemistry, Saint Petersburg State University (SPbU), Universitetskaya nab. 7/9, 199034 Saint Petersburg, Russia
Valeria V. Frolova
Department of Pharmaceutical Chemistry, Saint Petersburg State Chemical Pharmaceutical University (SPCPU), 14A Professor Popov Str., 197376 Saint Petersburg, Russia
Andrey M. Rumyantsev
Department of Genetics and Biotechnology, Saint Petersburg State University (SPbU), Universitetskaya nab. 7/9, 199034 Saint Petersburg, Russia
Irina A. Balova
Institute of Chemistry, Saint Petersburg State University (SPbU), Universitetskaya nab. 7/9, 199034 Saint Petersburg, Russia
Cu-catalyzed 1,3-dipolar cycloaddition of methyl 2-azidoacetate to iodobuta-1,3-diynes and subsequent Suzuki-Miyaura cross-coupling were used to synthesize new triazoles derivatives: 5-aryl-4-arylethynyl-1H-1,2,3-triazoles. Investigation of their optical properties by using UV absorption and fluorescence emission spectroscopies revealed that all molecules possess fluorescence properties with the values of the Stokes shift more than 100 nm. The photophysical behavior of the two most promising triazoles in polar and non-polar solvents was also studied.
