Synthesis and Structure of Supramolecular Compound with Ethyl 2‐(4‐Aminophenoxy)acetate Based on 18‐Crown‐6

Abstract

The title ammonium compound ethyl 2-(4-aminophenoxy)acetate (C 10 H 13 NO 3 , I) and its crown ether inclusion complex {[(C 10 H 14 NO 3 )•(18-crown-6)] ＋ [PF 6 ] -, II} (18-crown-6＝1,4,7,10,13,16-hexaoxacyclo-octadecane) were synthesized. The ammonium compound I was determined by 1 H NMR, IR and ESI-MS techiniques. X-ray crystallography reveals that compound I crystallizes in the triclinic system with space group of P-1, all the atoms in I are almost coplanar except H, and N-H…O hydrogen bonds lead to the formation of one dimensional chain. The rotator-stator-like compound II was crystallizes in the centrosymmetric monoclinic system with space group of P21/c. The supramolecular was formed via N-H…O hydrogen-bond interactions. Temperature-dependent dielectric constants of compound II were measured.