| dc.description.abstract | In this study an efficient and direct production procedure for a macrocyclic polyether N,N 1 diallyl-7,16-diaza-1,4,10,13 -tetraoxa-dibenzo-18-crown-6 from the reaction of catechol and N,Nbis (2-chloroethyl)prop-2-en-1-amine inn-butanol in the presence of a strong base is reported. The synthesis involves a two-step addition of sodium hydroxide to enhance the cyclization process, and at the end of the reaction, the reaction mixture is neutralized and the solvent replaced with
water in-situ through distillation to afford a relatively pure precipitate that is easily recrystallized from acetone. The yield of the macrocycle was 36%–45% and could be scaled-up to one-mole quantities. The structure and purity of this compound was verified on the basis of elemental analysis, IR, UV-Vis,1H-,13 C-NMR, 2D-NMR, mass spectroscopy, and thermal analysis. The white crystalline compound has a sharp melting point of 124 *C and a crystallization temperature of 81.4 *C determined by differential scanning calorimetry. Our motivation behind the synthesis of the bibracchial lariat azacrown polyether ligand was to examine its possible applications in ion-selective polymer-supported materials. | en_US |
