A Diaminopillar[5]arene‐Based Macrobicyclic Molecule: Synthesis, Characterization and A Lock–Key Story. Issue 9 (16th January 2019)

• Record Type: Journal Article
• Authors: Hu, Wei‐Bo; Wang, Zhuo; Zhao, Xiao‐Li; Liu, Yahu A.; Li, Jiu‐Sheng; Jiang, Biao; Wen, Ke
• Is Part Of: Chemistry. Volume 25:Issue 9(2019)
• Page Start: 2189
• Page End: 2194
• Publication Date: 2019-01-16
• Subjects: diaminopillar[5]arene -- lock–key -- macrobicyclic molecules -- molecular machines -- supramolecular chemistry; Chemistry -- Periodicals; 540
• DOI: 10.1002/chem.201804950
• Languages: English
• ISSNs: 0947-6539

Abstract

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. Abstract : A new macrobicyclic molecule, consisting of a diaminopillar[5]arene cavity and a fused ring, was successfully prepared through a Grubbs metathesis reaction. The molecule showed a unique molecular behavior, being responsive to acid/base stimuli. Reversible control of the molecular behavior was achieved simply by adding acid and base alternately.