Proton‐ionizable crown compounds. <b>4</b>. New macrocyclic polyether ligands containing a triazole subcyclic unit

Jerald S. Bradshaw, Ralph B. Nielsen, P.‐K. TSE, Giuseppi Arena, Bruce E. Wilson, N. Kent Dalley, John D. Lamb, James J. Christensen, Reed M. Izatt

Journal of Heterocyclic Chemistry · 1986 · 57 citations · 14 references

Concepts

Abstract

Abstract A series of macrocyclic polyether (crown) ligands containing the proton‐ionizable s‐triazole subcyclic unit were prepared by reacting the 1‐THP blocked 3,5‐bis(chloromethyl)‐1 H ‐1,2,4‐triazole with various oligoethylene glycols. The starting bis(chloromethyl)triazole is a vessicant and must be used with caution. Triazolo‐18‐crown‐6 ( 5 ) formed stable complexes with barium, strontium, copper and benzylammonium cations but not with potassium or lithium. The crystal structure of 5 showed the triazole proton to be on nitrogen 3 which is outside the macroring cavity.

References

14