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基于柱[5]芳烃的[1]轮烷：高产率合成、表征及其在Knoevenagel反应中的应用

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

作者信息

Du Xu-Sheng, Wang Chun-Yu, Jia Qiong, Deng Rong, Tian Hua-Sheng, Zhang Hou-Yu, Meguellati Kamel, Yang Ying-Wei

机构信息

International Joint Research Laboratory of Nano-Micro Architecture Chemistry (NMAC), College of Chemistry, Jilin University, 2699 Qianjin Street, Changchun 130012, P. R. China.

出版信息

Chem Commun (Camb). 2017 May 9;53(38):5326-5329. doi: 10.1039/c7cc02364b.

DOI:10.1039/c7cc02364b
PMID:28447692
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 H NMR, C NMR, 2D NMR, mass spectroscopy, and melting point, and its optimized geometry in CHCl 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 CHCl, which follows second order kinetics.

摘要

我们报道了一种从代表性的准[1]轮烷合成[1]轮烷的定量合成策略。通过氢核磁共振（H NMR）、碳核磁共振（C NMR）、二维核磁共振（2D NMR）、质谱和熔点对[1]轮烷的结构进行了表征，并且使用PCM模型在B3LYP/6 - 31G(D)水平通过理论计算得到的其在氯仿（CHCl）中的优化几何结构与二维核欧沃豪斯效应光谱（2D NOESY）匹配良好。这种[1]轮烷被证明是氯仿中Knoevenagel反应的良好催化剂，该反应遵循二级动力学。

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