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Pillar[5]arene-based [1]rotaxane: high-yield synthesis, characterization and application in Knoevenagel reaction

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Abstract

We report a quantitative synthetic strategy of a [1]rotaxane from a representative pseudo[1]rotaxane. The structure of the [1]rotaxane was characterized by 1H NMR, 13C NMR, 2D NMR, mass spectroscopy, and melting point, and its optimized geometry in CHCl3 by theoretical calculation at the B3LYP/6-31G(D) level using the PCM model matched well with 2D NOESY. This [1]rotaxane proves to be a good catalyst for the Knoevenagel reaction in CHCl3, which follows second order kinetics.

Graphical abstract: Pillar[5]arene-based [1]rotaxane: high-yield synthesis, characterization and application in Knoevenagel reaction

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Publication details

The article was received on 28 Mar 2017, accepted on 11 Apr 2017 and first published on 12 Apr 2017


Article type: Communication
DOI: 10.1039/C7CC02364B
Citation: Chem. Commun., 2017, Advance Article
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    Pillar[5]arene-based [1]rotaxane: high-yield synthesis, characterization and application in Knoevenagel reaction

    X. Du, C. Wang, Q. Jia, R. Deng, H. Tian, H. Zhang, K. Meguellati and Y. Yang, Chem. Commun., 2017, Advance Article , DOI: 10.1039/C7CC02364B

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