Structural and chemosensor properties of FDA and FDP derivatives of fluorenylidene bridged cyclotetraphosphazenes


Şenkuytu E., Çiftçi G. Y.

Polyhedron, vol.115, pp.247-256, 2016 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 115
  • Publication Date: 2016
  • Doi Number: 10.1016/j.poly.2016.04.046
  • Journal Name: Polyhedron
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.247-256
  • Keywords: Cyclotetraphosphazenes, Fluorenylidene, Fluorescence properties, Chemosensors, Cu2+ and Fe3+ ions, FLUORESCENT CHEMOSENSOR, FE3+ IONS, SUBSTITUTION-REACTIONS, CYCLIC PHOSPHAZENES, LIVING CELLS, CU2+, DESIGN, COPPER, SPIRO, CYCLOTRIPHOSPHAZENE
  • Ataturk University Affiliated: No

Abstract

The first series of 4,4'-(9-fluorenylidene)diphenol (FDP) (5) and 4,4'-(9-fluorenylidene)dianiline (FDA) (6) bridged and open chained cyclotetraphosphazene derivatives (15-23) have been synthesized. Their florescence and chemosensor properties are reported. Nucleophilic substitution reactions of octachlorocyclotetraphosphazene (1) with mono-functional reagents [phenol (2), 2-naphthol (3) and 1-hydroxypyrene (4)] were carried out and the heptasubstituted derivatives (8, 11 and 14) were obtained. Then the reactions of 8, 11 and 14 with 4,4'-(9-fluorenylidene)diphenol (FDP) (5) and 4,4'-(9-fluorenylidene)dianiline (FDA) (6), respectively gave bridged and open chained compounds. The structures of the synthesized compounds (7-23) were verified by elemental analyses, mass spectrometry, DV Vis, H-1 and P-31 NMR techniques and fluorescence spectroscopy. The metal sensing properties of the novel bridged open chain cyclotetraphosphazene derivatives were also examined by fluorescence spectroscopy. These complexes showed high selectivity for Cu2+ and Fe3+ ions in solution. (C) 2016 Elsevier Ltd. All rights reserved.