A description of the synthetic approach to the preparation of an 18 membered macrocyclic ligand containing 2/2'-biimidazole is presented. A diol derivative of 2,2'-biimidazole is tosylated with p-toluene sulfonyl chloride making it susceptible to bimolecular substitution with a disodium salt of tetratosylated triethylenetetraamine. The final desired product is an 18N6 macrocycle, 4,7-(l,l'-(2,2'-biimidazolo))-l,4,7,10,13,16-hexaazacyclooctadecane, potentially capable of binding transition metal ions in various combinations with three chelating sites. Initial characterization includes NMR and IR spectroscopic analysis.
Barnett, Mark, "Synthesis and Characterization of an 18-Membered Macrocyclic Ligand Containing 2,2-Biimidazole for Selective Binding of Transition Metal Ions" (1991). Opportunities for Undergraduate Research Experience Program (OURE). 125.