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

GRAPHICAL ABSTRACT

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, ¹H, ¹³C, and ³¹P nuclear magnetic resonance and mass spectroscopy. Also, the usefulness of compounds 5–7 as anion carriers was investigated by ¹H NMR spectroscopy. For this purpose, ¹H NMR spectra of compounds 5–7 were recorded in the presence of tetrabutylammonium fluoride in DMSO-d₆. It was determined, that the urea protons in the compounds interact with fluoride.

KEYWORDS:

• Azide-alkyne cycloaddition
• cyclotriphosphazene
• urea
• “click” reaction
• hexapodal compound

Funding

The authors gratefully acknowledge the Scientific and Technological Research Council of Turkey (TUBITAK, Project No: 112T278) for financial support.