Complexation of triptycene-derived macrotricyclic polyether with paraquat derivatives, diquat, and a 2,7-diazapyrenium salt: Guest-induced conformational changes of the host

Ying Han, Jing Cao, Peng Fei Li, Qian Shou Zong, Jian Min Zhao, Jia Bin Guo, Jun Feng Xiang, Chuan Feng Chen*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

31 Citations (Scopus)

Abstract

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. Moreover, the binding and releasing of the guests in the complexes could be controlled by potassium ions.

Original languageEnglish
Pages (from-to)3235-3242
Number of pages8
JournalJournal of Organic Chemistry
Volume78
Issue number7
DOIs
Publication statusPublished - 5 Apr 2013
Externally publishedYes

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