Redox-switched crown ethers. 3. Cyclic-acyclic interconversion coupled with redox between dithiol and disulfide and its application to membrane transport

S Shinkai, K Inuzuka, O Miyazaki…

Index: Shinkai, Seiji; Inuzuka, Kenichi; Miyazaki, Osamu; Manabe, Osamu Journal of the American Chemical Society, 1985 , vol. 107, # 13 p. 3950 - 3955

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Citation Number: 78

Abstract

Abstract: A pair of “redox-switched” monobenzo-21-crown-7 (Cr) analogues with a dithiol group at a,@-positions (Crrd) and a disulfide bond in the ring (Cr,) has been synthesized. The interconversion between these two forms was effected by treatment with redox reagents. It was found that the oxidation process (Crrd-Crox) is remarkably subject to the metal template effect: the oxidation of Crrd in the absence of the template gave the polymeric ...