Synthesis, structural characterization, and anion interactions of new triazole-linked urea derivative fully substituted cyclotriphosphazene compounds


ÖZAY Ö., Yildirim M., ÖZAY H.

PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, vol.192, no.3, pp.307-315, 2017 (Peer-Reviewed Journal) identifier identifier

  • Publication Type: Article / Article
  • Volume: 192 Issue: 3
  • Publication Date: 2017
  • Doi Number: 10.1080/10426507.2016.1237950
  • Journal Name: PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS
  • Journal Indexes: Science Citation Index Expanded, Scopus
  • Page Numbers: pp.307-315
  • Keywords: Azide-alkyne cycloaddition, cyclotriphosphazene, urea, "click" reaction, hexapodal compound, DNA INTERACTIONS, PHOSPHAZENE, IONS, CHEMOSENSOR, SELECTIVITY, THIOUREA, BINDING, DESIGN, POTENT, SENSOR

Abstract

Three novel fully substituted urea derivative cyclotriphosphazene compounds 5-7 were synthesized by alkyne-azide 1,3-dipolar cycloaddition reaction of propargyl substituted ureas 2-4 with hexaazide substituted cyclotriphosphazene 1 in the presence of Cu(I) catalyst. All compounds were characterized with spectroscopic techniques such as FT-IR, H-1, C-13, and P-31 nuclear magnetic resonance and mass spectroscopy. Also, the usefulness of compounds 5-7 as anion carriers was investigated by H-1 NMR spectroscopy. For this purpose, H-1 NMR spectra of compounds 5-7 were recorded in the presence of tetrabutylammonium fluoride in DMSO-d(6). It was determined, that the urea protons in the compounds interact with fluoride.