Synthesis and Characterization of Some Novel 18‐Membered‐Ring Tri‐Aza Macrocyclic Diamides Containing Appended Coumarin and their Derived Podands

Abstract

AbstractIn this research, some new eighteen‐membered‐ring nitrogen‐pivot lariat ethers were synthesized from a tri‐aza macrocyclic diamide containing dibenzosulfide and a coumarin fragment as the sidearm. The aza‐macrocyclic compound used in the synthesis of lariat ethers was obtained from the reaction of dibenzosulfide diester and diethylenetriamine. The corresponding 3‐amidocoumarins were synthesized from the reaction of 3‐aminocoumarins and chloroacetyl chloride in good yields. Moreover, symmetrical bis coumarin podands were prepared by reacting a sulfide or sulfoxide monomer with 3‐amidocoumarin. The structures of the products were identified by IR, 1H NMR, 13C NMR, and mass spectroscopies.