SYNTHESIS OF NEW N-PIVOT LARIAT CROWN-ETHERS CONTAINING A PROPYLENE LINKAGE IN THE SIDE ARM

A series of new 15- and 18-membered N-pivot lariat aza-crown ethers ha ving a propylene linkage in the side arm was prepared starting from fu nctionalized diethanolamines and functionalized lariat aza-crown ether s containing the easily modified benzotriazole moiety. Addition reacti ons of such derivatives to electron-rich vinyl ethers or vinylamides f ollowed by displacement of the benzotriazolyl group in the addition pr oducts by hydrogen (by reduction with LiAlH4) gives a variety of N-(3- oxo-3-substituted)- and N-(3-aza-3-substituted)propylene side-armed de rivatives of aza-crown ethers. Stability constants for the complexes o f several synthesized lariats with metal cations are discussed.