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Improbable Rotaxanes Constructed From Surrogate Malonate Rotaxanes as Encircled Methylene Synthons
Authors:Chi-You Tsai  Dr. Hung-Te Cheng  Prof. Sheng-Hsien Chiu
Affiliation:1. Department of Chemistry and Center for Emerging Material and Advanced Devices, National Taiwan University, No. 1, Sec. 4, Roosevelt Road, Taipei, Taiwan

These authors contributed equally to this work.;2. Department of Chemistry and Center for Emerging Material and Advanced Devices, National Taiwan University, No. 1, Sec. 4, Roosevelt Road, Taipei, Taiwan

Abstract:We have developed a new approach for the synthesis of “improbable” rotaxanes by using malonate-centered rotaxanes as interlocked surrogate precursors. Here, the desired dumbbell-shaped structure can be assembled from two different, completely separate, portions, with the only residual structure introduced from the malonate surrogate being a methylene group. We have synthesized improbable [2]- and [3]rotaxanes with all-hydrocarbon dumbbell-shaped components to demonstrate the potential structural flexibility and scope of the guest species that can be interlocked when using this approach.
Keywords:Hydrocarbons  Hydrolysis  Malonate Ester  Rotaxanes  Supramolecular Chemistry
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