Triptycene-derived macrotricyclic polyether containing an anthracene unit is a powerful host for 1,2-bis(pyridium)ethane, diquat and 2,7-diazapyrenium salt with association constants of the 1 : 1 complexes at >10(5) M(-1). Crystal structures showed that π-π stacking interactions between the host and the guests play an important role in the formation of the stable complexes.
Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.1039/c4ob00310a | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
Acid/base controllable complexation of a triptycene-derived macrotricyclic host and protonated 4,4'-bipyridinium/pyridinium salts.
Chem Commun (Camb)
January 2016
Beijing National Laboratory for Molecular Sciences, CAS Key Laboratory of Molecular Recognition and Function, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China.
A new acid/base controllable host-guest system based on a triptycene-derived macrotricyclic host and protonated 4,4'-bipyridinium/pyridinium salts was developed. Moreover, the competition complexation process between the host and two different kinds of 4,4'-bipyridinium salts could also be chemically controlled by acid and base.
View Article and Find Full Text PDFTriptycene-derived macrotricyclic polyether containing an anthracene unit as a powerful host for 1,2-bis(pyridium)ethane, diquat and 2,7-diazapyrenium salt.
Org Biomol Chem
May 2014
Beijing National Laboratory for Molecular Sciences, CAS Key Laboratory of Molecular Recognition and Function, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China.
Triptycene-derived macrotricyclic polyether containing an anthracene unit is a powerful host for 1,2-bis(pyridium)ethane, diquat and 2,7-diazapyrenium salt with association constants of the 1 : 1 complexes at >10(5) M(-1). Crystal structures showed that π-π stacking interactions between the host and the guests play an important role in the formation of the stable complexes.
View Article and Find Full Text PDFComplexation of triptycene-derived macrotricyclic polyether with paraquat derivatives, diquat, and a 2,7-diazapyrenium salt: guest-induced conformational changes of the host.
J Org Chem
April 2013
Beijing National Laboratory for Molecular Sciences, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China.
Complexation between a triptycene-derived macrotricyclic polyether containing two dibenzo-[30]-crown-10 cavities and different functionalized paraquat derivatives, diquat, and a 2,7-diazapyrenium salt in both solution and solid state was investigated in detail. It was found that depending on the guests with different terminal functional groups and structures, the macrotricyclic polyether could form 1:1 or 1:2 complexes with the guests in different complexation modes in solution and also in the solid state. Especially, the conformation of the macrotricyclic polyether was efficiently adjusted by the encapsulated guests, which was to some extent similar to substrate-induced fit of enzymes.
View Article and Find Full Text PDFSynthesis 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.
J Org Chem
March 2012
Beijing National Laboratory for Molecular Sciences, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China.
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.
View Article and Find Full Text PDFFormation of 1:2 host-guest complexes based on triptycene-derived macrotricycle and paraquat derivatives: anion-π interactions between PF6(-) and bipyridinium rings in the solid state.
Org Lett
October 2011
Beijing National Laboratory for Molecular Sciences, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China.
A triptycene-derived macrotricyclic host containing two dibenzo-[30]-crown-10 moieties forms stable 1:2 host-guest complexes with paraquat derivatives in both solution and the solid state, in which anion-π interactions between PF(6)(-) and the bipyridinium rings play an important role. Moreover, it was found that binding and release of the guest molecules in the complexes could be easily controlled by the addition and removal of potassium ions.
View Article and Find Full Text PDFWant AI Summaries of new PubMed Abstracts delivered to your In-box?
Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!