Complexation between Pentiptycene Derived Bis(crown ther)s and CBPQT 4〈 Salt: Ion-Controlled Switchable Processes and Changeable Role of the CBPQT4〈in Host-Guest Systems

Jing Cao, Jia Bin Guo, Peng Fei Li, Chuan Feng Chen*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

31 Citations (Scopus)

Abstract

The pentiptycene derived bis(crown ether)s with two 24- crown-8 moieties in the cis position could include the CBPQT4〈 ring inside their cavities to form 1:1 complexes, and the naphthalene groups connected in the crown ethermoieties showed less effective complexation ability toward the CBPQT4〈 ring than the host containing two terminal benzene rings. This result was probably due to the stereohindrance effect of the naphthalene groups, and it was obviously different from that of the pentiptycene derived mono(crown ether)s. For the pentiptycene derived bis(crown ether) with two 4- crown-8 moieties in the trans position, it formed a 1:2 stable complex with the CBPQT4〈 salt in solution and in the solid state, in which the pentiptycene moiety played an important role in stabilizing the complex. Moreover, binding and release of the CBPQT4〈 ring in the complexes based on the pentiptycene-derived crown ethers could be chemically controlled by adding and removing potassium ions, in which the complexation modes played the key role. Interestingly, it was further found that switching the role of the CBPQT4〈 ring in host and guest systems based on the pentiptycene derived bis(crown ether)s was easily achieved, which represents a new kind of supramolecular system.

Original languageEnglish
Pages (from-to)1644-1652
Number of pages9
JournalJournal of Organic Chemistry
Volume76
Issue number6
DOIs
Publication statusPublished - 18 Mar 2011
Externally publishedYes

Fingerprint

Dive into the research topics of 'Complexation between Pentiptycene Derived Bis(crown ther)s and CBPQT 4〈 Salt: Ion-Controlled Switchable Processes and Changeable Role of the CBPQT4〈in Host-Guest Systems'. Together they form a unique fingerprint.

Cite this