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Paper | Regular issue | Vol 36, No. 8, 1993, pp.1845-1849
Published online, 1st January, 1970
DOI: 10.3987/COM-93-6385
Synthesis of a Novel Water-soluble Cyclophane Having Eight Carboxymethylthiomethyl Groups on the Aromatic Rings

Muneharu Miyake,* Makoto Kirisawa, and Kenji Koga

*College of Pharmacy, Nihon University, 7-7-1 Narashinodai, Funabashi-shi, Chiba 274-8555, Japan

Abstract

A novel cyclophane (9) having eight carboxyl groups that are attached one the aromatic rings via a spacer (-CH2SCH2-) was designed and synthesized as a host for cationic, anionic, and neutral aromatic guests in alkaline water. Macrocyclization of 7 with 6 was carried out under high dilution condition to give the objective 8 in 17% yield.