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Pillar[5]arene-based [1]rotaxane: high-yield synthesis, characterization and application in Knoevenagel reaction
Xu-Sheng Du1, Chun-Yu Wang, Qiong Jia
1International Joint Research Laboratory of Nano-Micro Architecture Chemistry (NMAC), College of Chemistry, Jilin University, 2699 Qianjin Street, Changchun 130012, P. R. China. kamel@jlu.edu.cn ywyang@jlu.edu.cn.
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.
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