title: Binding of group 15 and group 16 oxides by a concave host containing an isophthalamide unit.
abstract: A bi-macrocycle with an incorporated isophthalamide substructure was synthesized by double amide formation between an isophthaloyl dichloride and two equivalents of a bis(alkenyloxy)aniline, followed by ring-closing metathesis and hydrogenation. In contrast to many related isophthalamides, the concave host exhibits a better binding for oxides, such as DMSO or pyridine-N-oxide, than for halide anions. A general method for a quick estimation of the strength of binding derived from only a few data points is presented and gives an estimated K(ass) of pyridine-N-oxide of ca. 40 M(-1), NMR titration confirms 25 M(-1).
authors.affiliation: Otto-Diels-Institut für Organische Chemie, Christian-Albrechts-Universität zu Kiel, Olshausenstr. 40, D-24098 Kiel, Germany.
authors.forename: Jens
authors.initials: J
authors.lastname: Eckelmann
authors.forename: Vittorio
authors.initials: V
authors.lastname: Saggiomo
authors.forename: Svenja
authors.initials: S
authors.lastname: Fischmann
authors.forename: Ulrich
authors.initials: U
authors.lastname: Lüning