Citation: Wei Sun, Zhao-Hui Wang, Meng-Yao She, Zheng Yang, Xi-Lang Jin, Ya-Qi Wang, Zhen Shi, Jian-Li Li. Study on the inclusion behavior and solid inclusion complex of 5-amino-6-methyl-2-benzimidazolone with cyclodextrins[J]. Chinese Chemical Letters, ;2016, 27(7): 1077-1082. doi: 10.1016/j.cclet.2016.03.009 shu

Study on the inclusion behavior and solid inclusion complex of 5-amino-6-methyl-2-benzimidazolone with cyclodextrins

Wei Sun ¹ ,
Zhao-Hui Wang ¹ ,
Meng-Yao She ¹ ,
Zheng Yang ^1,2 ,
Xi-Lang Jin ¹ ,
Ya-Qi Wang ¹ ,
Zhen Shi ¹ ,
Jian-Li Li ^1,,

a.
Ministry of Education Key Laboratory of Synthetic and Natural Functional Molecule Chemistry, College of Chemistry & Materials Science, Northwest University, Xi'an 710127, China
b.
School of Chemistry & Chemical Engineering, Xi'an University of Science and Technology, Xi'an 710054, China

Corresponding author: Jian-Li Li, lijianli@nwu.edu.cn
Received Date: 23 November 2015
Revised Date: 2 March 2016
Accepted Date: 4 March 2016
Available Online: 16 July 2016

Figures(6)

The inclusion behaviors of three native or modified CDs including β-CD, 2-hydroxypropyl-β-CD (2-Hp-β-CD) and 2, 6-dimethyl-β-CD (Me-β-CD) toward 5-amino-6-methyl-2-benzimidazolone (AMBI) were comparatively investigated by NMR and fluorescence titration in combination with IR spectra, X-ray diffractometry and scanning electron microphotographs. The experimental results jointly demonstrated that the phenyl ring of AMBI entered into the cavity of the CDs and located close to the narrow rims accompanied by the formation of the 1:1 inclusion complex with large stability constant in aqueous solution. The introduction of the hydroxypropyl unit to the host improved the solubility, ultimately effecting an obvious promoting in the fluorescence intensity and the stability constant.
- Benzimidazolone,
- Cyclodextrin,
- Inclusion,
- Fluorescence,
- NMR
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