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A Diaminopillar[5]arene-Based Macrobicyclic Molecule: Synthesis, Characterization and A Lock-Key Story
Wei-Bo Hu1, Zhuo Wang1,2, Xiao-Li Zhao3
1Shanghai Advanced Research Institute, Chinese Academy of Science, Shanghai, 201210, P. R. China.
Abstract:
A new macrobicyclic molecule (BC-DAP5), consisting of a diaminopillar[5]arene cavity and a fused ring, was successfully constructed using a Grubbs metathesis reaction. Further studies indicated that BC-DAP5 possessed a unique molecular behavior, showing a response to acid/base stimuli. In BC-DAP5, protons (acid) acted as a lock, locking the fused ring out of the cavity (pillar[5]arene), and a base served as the key, making the fused ring switch in or out freely. Reversible control of the molecular behavior was achieved simply by adding acid and base alternately.
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