title: Synthesis of New N-Pivot Lariat Crown Ethers Containing a Propylene Linkage in the Side Arm.
abstract: A series of new 15- and 18-membered N-pivot lariat aza-crown ethers having a propylene linkage in the side arm was prepared starting from functionalized diethanolamines and functionalized lariat aza-crown ethers containing the easily modified benzotriazole moiety. Addition reactions of such derivatives to electron-rich vinyl ethers or vinylamides followed by displacement of the benzotriazolyl group in the addition products by hydrogen (by reduction with LiAlH(4)) gives a variety of N-(3-oxo-3-substituted)- and N-(3-aza-3-substituted)propylene side-armed derivatives of aza-crown ethers. Stability constants for the complexes of several synthesized lariats with metal cations are discussed.
authors.affiliation: Department of Molecular Biology and Pharmacology, Washington University School of Medicine, Washington University, St. Louis, Missouri 63110.
authors.forename: Alan R.
authors.initials: AR
authors.lastname: Katritzky
authors.forename: Olga V.
authors.initials: OV
authors.lastname: Denisko
authors.forename: Sergei A.
authors.initials: SA
authors.lastname: Belyakov
authors.forename: Otto F.
authors.initials: OF
authors.lastname: Schall
authors.forename: George W.
authors.initials: GW
authors.lastname: Gokel