Chem. J. Chinese Universities ›› 2014, Vol. 35 ›› Issue (6): 1219.

• Organic Chemistry • Previous Articles     Next Articles

Study on Proton Transfer of 2-(2’-Hyhroxyphenyl)imidazo[1,2-a]pyridine with Cucurbit[7]uril by Spectroscopic Methodology

YI Pinggui, LIU Jin, CHEN Jian, YU Xianyong, LI Xiaofang, ZHENG Baishu, TAO Hongwen, HAO Yanlei   

  1. Key Laboratory of Theoretical Chemistry and Molecular Simulation, Ministry of Education, Hunan Province College Key Laboratory of QSAR/QSPR, School of Chemistry and Chemical Engineering, Hunan University of Science and Technology, Xiangtan 411201, China
  • Received:2013-10-12 Online:2014-06-10 Published:2013-11-25
  • Supported by:

    Supported by the National Natural Science Foundation of China(Nos.21172066, 20971041), Natural Science Foundation of Hunan Province, China(No.11JJ2007) and the Science and Technology Innovative Research Team in Higher Educational Institutions of Hunan Province, China(No.Xiangjiaotong[2012]318-17).

Abstract:

Proton transfer exist in a large variety of chemical and biochemical processes as one of the basic reactions of chemical and biochemical systems. Studies on proton transfer of organic molecules in versatile macrocyclic is necessary, and it can provide some reference to the study of the proton transfer process in the biological system. In this work, the interaction of 2-(2'-hyhroxyphenyl)imidazo[1,2-a] pyridine(HPIP) with versatile macrocyclic, namely, cucurbit[7] uril(CB7) and the effect on the excited state intramolecular proton transfer(ESIPT) of HPIP have been investigated by photophysical methods. Fluorescence emission spectroscopy, transient fluorescence spectra and UV absorption spectroscopy studies illustrate significant interaction between HPIP and CB7. According to the transient fluorescence spectra, due to the formation of HPIP-CB7 complex, the lifetime of HPIP was decreased and the quantum yield was increased followed by the increase of the CB7 concentration. Fluorescence emission spectroscopy showed that the ESIPT of HPIP was increased in dioxane and decreased in n-hexane. Furthermore, the absorption data showed that the HPIP molecules and CB7 forming 1:1 complex both in dioxane and n-hexane, and these contentions have been verified by fluorescence emission data.

Key words: Cucurbit[7] uril, 2-(2'-Hyhroxyphenyl)imidazo[1,2-a] pyridine, Proton transfer, Interaction

CLC Number: 

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