Naphthotriazole derivatives : synthesis and fluorescence properties

• Author(s): Campos, Ana M. F. Oliveira ; Rodrigues, Lígia M. ; Esteves, Ana Paula ; Silva, Marília E. ; Sivasubramanian, Aravind ; Hrdina, Radim ; Soares, Graça M. B. ; Pinto, Tiago A. D. ; Machalicky, Oldrich
• Date: 2010
• Persistent ID: http://hdl.handle.net/1822/12431
• Origin: RepositóriUM - Universidade do Minho
• Subject(s): Nitrogen heterocycles; Naphthotriazole; Vinylsulphone; Azo coupling; Fluorescence spectra; Quantum yield of fluorescence
• Document Type: Article
• Language: English

Description

Eight fluorescent compounds containing a naphthotriazole moiety substituted at position 2 by a (vinylsulfonyl)aryl group or its precursors, containing hydroxyl or sulphonic groups or N-methylglycine, were prepared and characterized. The products were recovered in moderate yields after column chromatography or recrystallization and identified by proton and carbon nuclear magnetic resonance spectroscopy. Double resonance, heteronuclear multiple quantum coherence and heteronuclear multiple bond correlation experiments were carried out for complete assignment of proton and carbon signals. Absorption and emission spectra were obtained, in acetonitrile, for all the compounds and the fluorescence quantum yields determined. All compounds are promising fluorescent probes due to their high fluorescence quantum yields.