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

Authors :
Han Y
Cao J
Li PF
Zong QS
Zhao JM
Guo JB
Xiang JF
Chen CF
Source :
The Journal of organic chemistry [J Org Chem] 2013 Apr 05; Vol. 78 (7), pp. 3235-42. Date of Electronic Publication: 2013 Mar 06.
Publication Year :
2013

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.

Details

Language :
English
ISSN :
1520-6904
Volume :
78
Issue :
7
Database :
MEDLINE
Journal :
The Journal of organic chemistry
Publication Type :
Academic Journal
Accession number :
23437889
Full Text :
https://doi.org/10.1021/jo400148b