Synthesis and Fluorescence Spectroscopic Studies of Novel 9-phenylacridino-18-crown-6 Ether Type Sensor Molecules

  • Tamás Németh Department of Organic Chemistry and Technology, Faculty of Chemical Technology and Biotechnology, Budapest University of Technology and Economics, Hungary
  • Tünde Tóth Department of Organic Chemistry and Technology, Faculty of Chemical Technology and Biotechnology, Budapest University of Technology and Economics, Hungary
  • György Tibor Balogh Compound Profiling Laboratory, Chemical Works of Gedeon Richter Plc., Hungary
  • Péter Huszthy Department of Organic Chemistry and Technology, Faculty of Chemical Technology and Biotechnology, Budapest University of Technology and Economics, Hungary

Abstract

The synthesis of two new 9-phenylacridino-18-crown-6 ether type sensor molecules [1 and (R,R)-2] was accomplished. The cation recognition ability of the achiral sensor molecule 1 towards various ions was studied in acetonitrile by UV/Vis and fluorescence spectroscopies. Our studies revealed the binding of Ag+, Cd2+, Ni2+, Pb2+, Zn2+ and NH4+ ions by the latter molecule. Selectivity of the chiral dimethyl-substituted analogue (R,R)-2 was studied toward the enantiomers of the hydrogen perchlorate salts of 1-phenylethylamine, 1-(1-naphthyl)ethylamine, phenylglycine methyl ester and phenylalanine methyl ester using fluorescence spectroscopy.

Keywords: crown compounds, UV/Vis spectroscopy, fluorescence spectroscopy, metal complexes, enantiomeric recognition
Published online
2017-09-08
How to Cite
Németh, T., Tóth, T., Balogh, G. and Huszthy, P. (2017) “Synthesis and Fluorescence Spectroscopic Studies of Novel 9-phenylacridino-18-crown-6 Ether Type Sensor Molecules”, Periodica Polytechnica Chemical Engineering, 61(4), pp. 249-257. doi: https://doi.org/10.3311/PPch.11277.
Section
Articles