A competitive sensing system based on cyclobis(paraquat-p-phenylene) and a new β-cyclodextrin-tetrathiafulvalene derivative
A competitive sensing system based on cyclobis(paraquat-p-phenylene) and a new β-cyclodextrin-tetrathiafulvalene derivative
复制标题
基于环双（百草枯-对亚苯基）和新型β-环糊精-四硫富瓦烯衍生物的竞争性传感系统
DOI：
10.1080/10610270802017673
复制
发表时间：
2009
影响因子：
3.3
通讯作者：
N. Avarvari
中科院分区：
文献类型：
--
作者：
G. Surpateanu;C. N. Lungu;S. Fourmentin;D. Landy;G. Surpateanu;N. Avarvari
报道了4，5-二乙硫基-4′-[6-脱氧-β-环糊精-6-氨基羰基]-四硫富瓦烯（β-CD-DET-TTF）的合成及其对环双（百草枯-对苯撑）（CBPQT 4+）和1-萘酚的包合作用。合成的化合物的结构已通过质谱和1H NMR光谱结合理论MM 3和AM 1研究确定。该传感器提供了一个电荷转移（CT）与CBPQT 4+复合物，并能够包括1-萘酚的环糊精腔。复合物的实验特征在于通过紫外-可见光谱和模拟的MM 3对接程序。用竞争光谱法研究了β-CD-DET-TTF/CBPQT ~（4+）复合物对1-萘酚的敏感性。报道了一种新的水溶性β-CD-DET-TTF衍生物的合成和表征，该衍生物能与CBPQT 4+受体形成CT复合物。水溶性CT复合物β-CD-DET-TTF/CBPQT 4+可作为一种有效的芳香客体分子的传感器，该客体分子易于与CBPQT 4+环形成包合物。
We report the synthesis of 4,5-di(ethylthio)-4′-[6-deoxy-β-cyclodextrin-6-yl-aminocarbonyl]-tetrathiafulvalene (β-CD-DET-TTF) and its inclusion abilities towards cyclobis(paraquat-p-phenylene) (CBPQT4+ ) and 1-naphthol. The structure of the synthesised compound has been established by mass spectrometry and 1H NMR spectra combined with a theoretical MM3 and AM1 study. The sensor affords a charge transfer (CT) complex with the CBPQT4+ and is able to include 1-naphthol in the cyclodextrin cavity. The complexes were characterised experimentally by UV–vis spectroscopy and simulated by a MM3 docking procedure. The sensing ability of the β-CD-DET-TTF/CBPQT4+ complex towards 1-naphthol has been investigated by a competitive spectral method. The synthesis and characterisation of a new water soluble β-CD-DET-TTF derivative able to formed a CT complex with the CBPQT4+ acceptor is reported. The water soluble CT complex β-CD-DET-TTF/CBPQT4+ could be used as an efficient sensor towards aromatic guests prone to give inclusion complexes with the CBPQT4+ ring.