Guest-Binding-Induced Interhetero Hosts Charge Transfer Crystallization: Selective Coloration of Commonly Used Organic Solvents

Yan Mi; Jingyu Ma; Wenting Liang; Chao Xiao; Wanhua Wu; Dayang Zhou; Jiabin Yao; Wenjia Sun; Junliang Sun; Guowei Gao; Xiaochuan Chen; Jason J. Chruma; Cheng Yang

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Guest-Binding-Induced Interhetero Hosts Charge Transfer Crystallization: Selective Coloration of Commonly Used Organic Solvents

机译：客人绑定引起的互立互及主机充电转移结晶：常用有机溶剂的选择性着色

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Unprecedented interheteromacrocyclic hosts charge transfer (CT) crystals were generated by cooling organic solutions containing p-dimethoxybenzene-constituted pillar[5]arene (P5A) and p-benzoquinone-constituted pillar[5]quinone (P5Q). Despite the weak CT interaction known between p-dimethoxybenzene and p-benzoquinone and the lack of formation of CT complexes between PSA and P5Q in the solution phase, CT cocrystals between P5A and P5Q were formed with solvent molecules included into the hosts' cavities. Such a cocrystallization arises from an elegant synergy between the CT interaction and solvent-binding-promoted crystallization. The interhetero hosts CT crystals were studied by optical and electron microscopic techniques, X-ray powder diffraction, solid-state NMR, UV-vis, IR spectroscopic studies, and X-ray single-crystal studies. The solvent complexation was critical for formation of the supramolecular CT microcrystals. The CT absorption bands faded upon removing the solvent molecules under vacuum, but they could be recovered by reuptake of the solvent molecules. Intriguingly, the CT absorption bands and uptake kinetics are distinguishably different for various organic solvents, thus providing a unique way to distinguish between different commonly used chemicals.

机译：前所未有的互相术宿主宿主电荷转移（CT）晶体由含有对二甲氧基苯并构成柱[5]芳烃（P5A）和对苯醌构成的柱[5]醌（P5Q）的醌（P5Q）产生的有机溶液产生。尽管P-二甲氧基苯和p-苯并醌之间已知的CT相互作用弱，并且在溶液相中的PSA和P5Q之间缺乏CT络合物，但P5A和P5Q之间的CT酰基组成用包含在宿主腔中的溶剂分子形成。这种共结晶从CT相互作用和溶剂结合促进的结晶之间的优雅协同作用。通过光学和电子显微镜技术，X射线粉末衍射，固态NMR，UV-Vis，IR光谱研究和X射线单晶研究研究了互相管宿主CT晶体。溶剂络合对于形成超分子CT微晶至关重要。在真空下除去溶剂分子时，CT吸收带褪色，但它们可以通过溶剂分子的再摄取来回收它们。有趣的是，CT吸收带和摄取动力学可区分地不同，用于各种有机溶剂，从而提供独特的方式来区分不同常用的化学品。

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来源
《Journal of the American Chemical Society》 |2021年第3期|1553-1561|共9页
作者
Yan Mi; Jingyu Ma; Wenting Liang; Chao Xiao; Wanhua Wu; Dayang Zhou; Jiabin Yao; Wenjia Sun; Junliang Sun; Guowei Gao; Xiaochuan Chen; Jason J. Chruma; Cheng Yang;
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Key Laboratory of Green Chemistry & Technology College of Chemistry State Key Laboratory of Biotherapy West China Medical Center and Healthy Food Evaluation Research Center Sichuan University Chengdu 610064 People's Republic of China;

Key Laboratory of Green Chemistry & Technology College of Chemistry State Key Laboratory of Biotherapy West China Medical Center and Healthy Food Evaluation Research Center Sichuan University Chengdu 610064 People's Republic of China;

Institute of Environmental Science Department of Chemistry Shanxi University Taiyuan 030006 People's Republic of China;

Key Laboratory of Green Chemistry & Technology College of Chemistry State Key Laboratory of Biotherapy West China Medical Center and Healthy Food Evaluation Research Center Sichuan University Chengdu 610064 People's Republic of China;

Key Laboratory of Green Chemistry & Technology College of Chemistry State Key Laboratory of Biotherapy West China Medical Center and Healthy Food Evaluation Research Center Sichuan University Chengdu 610064 People's Republic of China;

Comprehensive Analysis Center ISIR Osaka University Suita Osaka 565-0871 Japan;

Key Laboratory of Green Chemistry & Technology College of Chemistry State Key Laboratory of Biotherapy West China Medical Center and Healthy Food Evaluation Research Center Sichuan University Chengdu 610064 People's Republic of China;

College of Chemistry and Molecular Engineering Beijing National Laboratory for Molecular Sciences Peking University Beijing 100871 People's Republic of China;

College of Chemistry and Molecular Engineering Beijing National Laboratory for Molecular Sciences Peking University Beijing 100871 People's Republic of China;

College of Chemistry Sichuan University Chengdu 610064 People's Republic of China;

College of Chemistry Sichuan University Chengdu 610064 People's Republic of China;

College of Chemistry Sichuan University Chengdu 610064 People's Republic of China Department of Chemistry University of Virginia Charlottesville Virginia 22904 United States;

Key Laboratory of Green Chemistry & Technology College of Chemistry State Key Laboratory of Biotherapy West China Medical Center and Healthy Food Evaluation Research Center Sichuan University Chengdu 610064 People's Republic of China;

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Guest-Binding-Induced Interhetero Hosts Charge Transfer Crystallization: Selective Coloration of Commonly Used Organic Solvents

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