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Selective Extraction of C70 by a Tetragonal Prismatic Porphyrin Cage
Journal of the American Chemical Society ( IF 14.4 ) Pub Date : 2018-09-28 , DOI: 10.1021/jacs.8b08555 Yi Shi 1 , Kang Cai 1 , Hai Xiao 2 , Zhichang Liu 3 , Jiawang Zhou 1 , Dengke Shen 1 , Yunyan Qiu 1 , Qing-Hui Guo 1 , Charlotte Stern 1 , Michael R. Wasielewski 1 , François Diederich 4 , William A. Goddard 2 , J. Fraser Stoddart 1, 5, 6
Journal of the American Chemical Society ( IF 14.4 ) Pub Date : 2018-09-28 , DOI: 10.1021/jacs.8b08555 Yi Shi 1 , Kang Cai 1 , Hai Xiao 2 , Zhichang Liu 3 , Jiawang Zhou 1 , Dengke Shen 1 , Yunyan Qiu 1 , Qing-Hui Guo 1 , Charlotte Stern 1 , Michael R. Wasielewski 1 , François Diederich 4 , William A. Goddard 2 , J. Fraser Stoddart 1, 5, 6
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Along with the advent of supramolecular chemistry, research on fullerene receptors based on noncovalent bonding interactions has attracted a lot of attention. Here, we present the design and synthesis of a cationic molecular cage: a cyclophane composed of two tetraphenylporphyrins, bridged face-to-face by four viologen units in a rhomboid prismatic manner. The large cavity inside the cage, as well as the favorable donor-acceptor interactions between the porphyrin panels and the fullerene guests, enables the cage to be an excellent fullerene receptor. The 1:1 host-guest complexes formed between the cage and both C60 and C70 were characterized in solution by HRMS and NMR, UV-vis and fluorescence spectroscopies, and confirmed in the solid state by single-crystal X-ray diffraction analyses. The results from solution studies reveal that the cage has a much stronger binding for C70 than for C60, resulting in a selective extraction of C70 from a C60-enriched fullerene mixture (C60/C70 = 10/1), demonstrating the potential of the cage as an attractive receptor for fullerene separation.
中文翻译：
四棱柱卟啉笼选择性提取C70
随着超分子化学的出现，基于非共价键相互作用的富勒烯受体的研究引起了广泛关注。在这里，我们展示了阳离子分子笼的设计和合成：由两个四苯基卟啉组成的环芳，由四个紫罗碱单元以菱形棱柱方式面对面桥接。笼内的大空腔，以及卟啉板和富勒烯客体之间有利的供体-受体相互作用，使笼成为一种极好的富勒烯受体。在笼子与 C60 和 C70 之间形成的 1:1 主客体复合物在溶液中通过 HRMS 和 NMR、UV-vis 和荧光光谱进行表征，并通过单晶 X 射线衍射分析在固态中得到证实。
更新日期：2018-09-28
中文翻译：
四棱柱卟啉笼选择性提取C70
随着超分子化学的出现，基于非共价键相互作用的富勒烯受体的研究引起了广泛关注。在这里，我们展示了阳离子分子笼的设计和合成：由两个四苯基卟啉组成的环芳，由四个紫罗碱单元以菱形棱柱方式面对面桥接。笼内的大空腔，以及卟啉板和富勒烯客体之间有利的供体-受体相互作用，使笼成为一种极好的富勒烯受体。在笼子与 C60 和 C70 之间形成的 1:1 主客体复合物在溶液中通过 HRMS 和 NMR、UV-vis 和荧光光谱进行表征，并通过单晶 X 射线衍射分析在固态中得到证实。
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