%0 Journal Article
%T Binding of group 15 and group 16 oxides by a concave host containing an isophthalamide unit
%A Jens Eckelmann
%A Vittorio Saggiomo
%A Svenja Fischmann
%A Ulrich L¨šning
%J Beilstein Journal of Organic Chemistry
%D 2012
%I 
%R 10.3762/bjoc.8.2
%X 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 Kass of pyridine-N-oxide of ca. 40 M 1, NMR titration confirms 25 M 1.
%K anion binding
%K association constant
%K estimation of binding constants
%K macrocycle
%K molecular recognition
%U http://dx.doi.org/10.3762/bjoc.8.2