Selective templated complexation of a cylindrical macrotricyclic host with neutral guests: three cation-controlled switchable processes.
A novel triptycene-based cylindrical macrotricyclic host 1 containing an anthracene unit and two dibenzo [24]crown-8 moieties was synthesized, and its cation binding properties were studied. It was found that the host could not only form complex with the paraquat derivative 4, but also show selective templated complexation with pyromellitic diimide 2 and anthraquinone 3 in the presence of lithium and potassium ions, respectively. Consequently, two novel cascade complexes with neutral molecules as bridging species were formed in solution and in the solid state, which were structurally studied by NMR, MS spectra, and X-ray methods. Moreover, we also found that the association and dissociation of the complexes could be easily achieved by the addition and removal of lithium or potassium ions, which resulted in three cation-controlled switchable processes.
Han
Tao
T
Beijing National Laboratory for Molecular Sciences, Center for Chemical Biology, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100080, China.
Chen
Chuan-Feng
CF
D000880:Anthraquinones / Q000737:chemistry*; D002412:Cations / Q000737:chemistry; D043844:Crown Ethers / Q000737:chemistry*; D008094:Lithium / Q000737:chemistry; D047028:Macrocyclic Compounds / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D011188:Potassium / Q000737:chemistry
D000880:Anthraquinones; D002412:Cations; D043844:Crown Ethers; D047028:Macrocyclic Compounds; D008094:Lithium; D011188:Potassium