Chromatographic Separation of Aromatic Guest Compounds by a Gel-Immobilized Water-Soluble Cyclophane.

Abstract

An agarose gel upon which a water-soluble cyclophane having three quaternary nitrogens was immobilized, Gel-QCP (3), was synthesized and its properties as a chromatographic stationary phase were studied. The affinity of Gel-QCP for several neutral and anionic aromatic guests was broadly consistent with that of the parent cyclophane (2). This suggests that the guest separation is attributable to the formation of inclusion complexes between the cyclophane moiety of Gel-QCP and the guests. Non-specific electrostatic interaction also influences anionic guests, but this effect is reduced by using an aqueous solution of NaCl as an eluent.