4.8 Article

Facile synthesis of rotaxanes through condensation reactions of DCC-[2]rotaxanes

Journal

ORGANIC LETTERS
Volume 3, Issue 16, Pages 2485-2487

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol016107o

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[GRAPHICS] In this Letter, we present an easy method for the synthesis of rotaxanes using a novel DCC-[2]rotaxane. The DCC-[2]rotaxane is composed of dibenzo-24-crown-8 ether, an amino acid tether, and di-tert-butyl phenyl rings as blocking groups. It is relatively stable and can be purified by column chromatography. A series of model rotaxanes were obtained in good yields by condensing the DCC-[2]rotaxanes with N-(2-aminoethyl)-3,5-di-tert-butylbenzylamide in acetonitrile and chloroform.

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