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Communication | Special issue | Vol 76, No. 1, 2008, pp.209-214
Published online, 21st April, 2008
DOI: 10.3987/COM-08-S(N)44
Synthesis and Mercurophilic Properties of Dithiocrown Ethers Having an Azulene Pendant

Kanji Kubo,* Akira Mori,* Tatsuya Nishimura, and Nobuo Kato

*School of Dentistry, Health Sciences University of Hokkaido, 1757 Kanazawa, Ishikari-Tobetsu, Hokkaido 061-0293 Japan

Abstract

Dithiocrown ether derivatives (3) having an azulene pendant were synthesized by regioselective reaction of 8,8-dicyanoheptafulvene derivatives with malononitrile in the presence of sodium ethoxide to examine their extraction and transport of Hg(II) ion through a liquid membrane. The transport was driven by acidic conditions and was capable of moving metal cations ‘up-hill’. Thus, it was possible to follow the transport of Hg(II) ion from the aqueous source phase to the organic layer and from the organic layer to the receiving phase. The carrier (3) displayed remarkable selectivity for Hg(II) ion.