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■ Synthesis of Pyridinocrownophanes Exhibiting High Ag⁺-Affinity

Seiichi Inokuma, Koichi Kimura, Takashi Funaki, and Jun Nishimura*

*Department of Chemistry, Gunma University, 1-5-1 Tenjin-cho, Kiryu 376-8515, Japan

Abstract

Crownophanes possessing a pyridine moiety were prepared by means of intramolecular [2 + 2] photocycloaddition of the styrene derivatives. The crown compounds having six to ten ethereal oxygens selectively extracted Ag⁺ with high efficiency in the liquid-liquid extraction. The high extractability and efficiency were maintained even at low pH region of the extraction system. From ESI-MS analysis, it was found that the crownophanes formed some kinds of complexes having 1:1 and 2:1 stoichiometry (host/guest) with Ag⁺ and Pb²⁺ in MeCN-H₂O homogeneous system.