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A rare case for binding a diquat salt by two cyclo[6]aramides
Authors:Min Xu  Long Chen  Yiming Jia  Lijun Mao  Wen Feng  Yi Ren
Institution:Key Laboratory for Radiation Physics and Technology of Ministry of Education, College of Chemistry, Institute of Nuclear Science and Technology, Sichuan University, 29 Wangjiang Road, Chengdu 610064, P.R. China
Abstract:The non-aggregational cyclo6]aramide has demonstrated 2:1 host–guest complexation towards diquat with very strong binding ability (K1 = 5.41 × 104 M? 1, K2 = 4.33 × 106 M? 1). The donor–acceptor binding process of the macrocycle and the quaternary salt was investigated by 1H NMR, ESI mass spectrometry and UV–vis spectroscopy. The binding mode is supported by both experiments and theoretical simulations. This work provides the first example of using recently developed H-bonded aromatic oligoamide macrocycles for binding diquat in solution.
Keywords:cyclo[6]aramide  diquat  host–guest complexation  hydrogen bonding
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