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Resorcin[4]arenes: A Convenient Scaffold To Study Supramolecular Self-Assembly and Host:Guest Interactions for the Undergraduate Curriculum
Journal of Chemical Education ( IF 2.5 ) Pub Date : 2019-02-26 00:00:00 , DOI: 10.1021/acs.jchemed.8b00722 Michael C. Young 1 , Katherine E. Djernes 2 , John L. Payton 1 , Daniel Liu 1 , Richard J. Hooley 2
Journal of Chemical Education ( IF 2.5 ) Pub Date : 2019-02-26 00:00:00 , DOI: 10.1021/acs.jchemed.8b00722 Michael C. Young 1 , Katherine E. Djernes 2 , John L. Payton 1 , Daniel Liu 1 , Richard J. Hooley 2
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In response to the call for an increased emphasis from the American Chemical Society on including macromolecular studies in the undergraduate curriculum, a supramolecular-themed experiment was designed for undergraduate-level organic laboratory courses that provides a convenient platform to study physical behaviors of supramolecular assemblies. Students synthesize an easily purified resorcin[4]arene and characterize the product of its self-assembly via 1H NMR spectroscopy. These bowl-shaped molecules are noteworthy because of their propensity to self-assemble in organic solution in the presence of trace water or alcohol solvents. Upon self-assembly, the resulting hexamer adopts a well-defined molecular cage structure with a large internal cavity that can be used to explore host:guest chemistry. After completing the experiment, students are expected to gain a better understanding of electrophilic aromatic substitution, 1H NMR spectroscopy, supramolecular chemistry and self-assembly, and molecular recognition.
中文翻译：
间苯二酚[4]芳烃：研究超分子自组装和宿主的方便支架：本科课程的来宾互动
为响应美国化学学会对在大学生课程中纳入大分子研究的日益重视的要求，针对大学生水平的有机实验室课程设计了一个以超分子为主题的实验，该实验为研究超分子组装体的物理行为提供了便利的平台。学生合成易于纯化的间苯二酚[4]芳烃，并通过1表征其自组装产物1 H NMR光谱。这些碗形分子值得注意，因为它们倾向于在痕量水或酒精溶剂存在下在有机溶液中自组装。自组装后，生成的六聚体采用定义明确的分子笼结构，具有大的内部空腔，可用于探索宿主：客体化学。完成实验后，预计学生将对亲电子芳族取代，1 H NMR光谱，超分子化学和自组装以及分子识别有更好的了解。
更新日期：2019-02-26
中文翻译：
间苯二酚[4]芳烃：研究超分子自组装和宿主的方便支架：本科课程的来宾互动
为响应美国化学学会对在大学生课程中纳入大分子研究的日益重视的要求，针对大学生水平的有机实验室课程设计了一个以超分子为主题的实验，该实验为研究超分子组装体的物理行为提供了便利的平台。学生合成易于纯化的间苯二酚[4]芳烃，并通过1表征其自组装产物1 H NMR光谱。这些碗形分子值得注意，因为它们倾向于在痕量水或酒精溶剂存在下在有机溶液中自组装。自组装后，生成的六聚体采用定义明确的分子笼结构，具有大的内部空腔，可用于探索宿主：客体化学。完成实验后，预计学生将对亲电子芳族取代，1 H NMR光谱，超分子化学和自组装以及分子识别有更好的了解。
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