Citation: Yi Junming, Chen Minghua, Xue Saifeng, Tao Zhu. Interaction and Supramocular Self-Assembly of Cucurbit[7]uril with 2,2'-(Heptane-1,7-diyl) Dibenzimidazolium Chloride[J]. Chinese Journal of Organic Chemistry, ;2016, 36(3): 653-658. doi: 10.6023/cjoc201509015 shu

Interaction and Supramocular Self-Assembly of Cucurbit[7]uril with 2,2'-(Heptane-1,7-diyl) Dibenzimidazolium Chloride

Yi Junming ^a,b ,
Chen Minghua ^b ,
Xue Saifeng ^a ,
Tao Zhu ^a,,

1.
a Key Laboratory of Macrocyclic and Supramolecular Chemistry of Guizhou Province, Guizhou University, Guiyang 550025;
2.
b College of Biology and Chemistry, Xingyi Normal University for Nationalities, Xingyi 562409

Corresponding author: Tao Zhu,
Received Date: 11 September 2015
Available Online: 31 October 2015
Fund Project: 国家自然科学基金(No. 21272045)资助项目. (No. 21272045)

The interaction and supramolecular self-assembly of cucurbit[7]uril (Q[7]) with 2,2'-(heptane-1,7-diyl) dibenzimidazolium chloride (SBHt) in aqueous solution were investigated by ¹H NMR spectroscopy, fluorescence spectroscopy in details. The pK_a shift of guest in the presence of Q[7] was first investigated in order to decide the pH of medium condition for investigation of host-guest interaction and supramolecular self-assembly. ¹H NMR spectroscopy analysis revealed that Q[7] included the alkylene chain of guest and formed a simple 1:1 host-guest binding model complex at a low rate of N_Q[7]/N_SBHt, while at higher ratios of Q[7] to guest, two host Q[7] prefer to include the benzimidazolyl moieties of guest and formed a dumbbell shape inclusion complex. The typical reversible interaction modes were controlled by concentration of the ratio of host and guest, and the process was further conformed by fluorescence spectroscopy technology. The single X-ray crystal structure analysis showed a 1:1 host-guest inclusion complex in which the alkyl chain of SBHt was folded in order to effectively interact with Q[7] through ion-dipole interactions and hydrogen bonding.
- cucurbit[7]uril,
- 2,2'-(heptane-1,7-dily)dibenzimidazolium,
- interaction,
- supramolecular self-assembling,
- crystal structure
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