Synthesis of 2, 5-diaryl-4-halo-1, 2, 3-triazoles and comparative study of their fluorescent properties. Issue 28 (12th July 2018)

• Record Type: Journal Article
• Authors: Motornov, Vladimir A.; Tabolin, Andrey A.; Novikov, Roman A.; Shepel, Nikolay E.; Nenajdenko, Valentine G.; Ioffe, Sema L.
• Is Part Of: Tetrahedron. Volume 74:Issue 28(2018)
• Page Start: 3897
• Page End: 3903
• Publication Date: 2018-07-12
• Subjects: 1, 2, 3-Triazoles -- Chan-Lam coupling -- Organofluorine compounds -- Near UV luminescence -- Copper catalysis; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tet.2018.05.071
• Languages: English
• ISSNs: 0040-4020

Abstract

Abstract: A convenient method for arylation of mono- and disubstituted 1, 2, 3-triazoles by copper-catalyzed Chan-Lam coupling was developed. The method is applicable for the regioselective synthesis of fluorescent 4-halogen-substituted (Hal = F, Cl, Br) 2, 5-diaryl-1, 2, 3-triazoles in high yields. Comparative study of their fluorescent properties revealed that 4-fluorosubstituted triazoles possess the highest quantum yield (up to 0.69) among halogenated triazoles possessing Cl and Br in the position 4. Graphical abstract: Image 1