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Paper | Special issue | Vol 54, No. 1, 2001, pp.123-130
Published online, 1st January, 1970
DOI: 10.3987/COM-99-S(I)1
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


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.