Design and Synthesis of New 5-aryl-4-Arylethynyl-1<i>H</i>-1,2,3-triazoles with Valuable Photophysical and Biological Properties

Abstract

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.

Keywords

• 1,2,3-triazoles
• 1,3-diynes
• azide–alkyne cycloaddition
• Suzuki-Miyaura cross-coupling
• fluorescence
• solvatochromism