Synthesis of triptycene-derived macrotricyclic host containing two dibenzo-[18]-crown-6 moieties and its complexation with paraquat derivatives: Li(+)-ion-controlled binding and release of the guests in the complexes.
A new triptycene-derived macrotricyclic host containing two dibenzo-[18]-crown-6 moieties was synthesized and shown to form 1:1 complexes with paraquat derivatives in solution, in which the guests all thread the central cavity of the host. However, it was interestingly found that, depending on the paraquat derivatives with different functional groups, the host can form stable 1:1 or 1:2 complexes in different complexation modes in the solid state, which is significantly different from those of the macrotricyclic host containing two dibenzo-[24]-crown-8 moieties. The formation of the complexes was also proved by the ESI MS and electrochemical experiments. Moreover, it was found that the binding and release of the guests in the complexes could be easily controlled by the addition and removal of lithium ions.
Beijing National Laboratory for Molecular Sciences, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China.
Ying
Y
Han
Hai-Yan
HY
Lu
Qian-Shou
QS
Zong
Jia-Bin
JB
Guo
Chuan-Feng
CF
Chen
D000873:Anthracenes / Q000138:chemical synthesis* / Q000737:chemistry; D043844:Crown Ethers / Q000737:chemistry*; D018360:Crystallography, X-Ray; D007477:Ions / Q000737:chemistry; D008094:Lithium / Q000737:chemistry*; D047028:Macrocyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D008958:Models, Molecular; D015394:Molecular Structure; D013237:Stereoisomerism
D000873:Anthracenes; D043844:Crown Ethers; D007477:Ions; D047028:Macrocyclic Compounds; C002564:dibenzo-18-crown-6; D008094:Lithium; C520712:triptycene