光谱法研究七元瓜环作用下2-（2-羟苯基）咪唑并[1，2-a]吡啶的质子转移

高等学校化学学报 ›› 2014, Vol. 35 ›› Issue (6): 1219.

光谱法研究七元瓜环作用下2-（2-羟苯基）咪唑并[1，2-a]吡啶的质子转移

易平贵, 刘金, 陈建, 于贤勇, 李筱芳, 郑柏树, 陶洪文, 郝艳雷

湖南科技大学化学化工学院, 理论化学与分子模拟省部共建教育部重点实验室, 分子构效关系湖南省普通高等学校重点实验室, 湘潭 411201

收稿日期:2013-10-12 出版日期:2014-06-10 发布日期:2013-11-25
作者简介:易平贵，男，博士，教授，主要从事功能分子设计合成与理论计算研究.E-mail：pgyi@hnust.cn
基金资助:
国家自然科学基金（批准号：21172066，20971041）、湖南省自然科学基金（批准号：11JJ2007）和湖南省高校科技创新团队项目（批准号：湘教通[2012]318）资助.

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

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).

摘要/Abstract

摘要：

采用荧光发射光谱法、瞬态荧光光谱法和紫外-可见光谱法考察了七元瓜环（CB7）与2-（2-羟苯基）咪唑并[1，2-a]吡啶（HPIP）的相互作用，结果表明二者发生了相互作用.瞬态荧光光谱结果表明，CB7的加入使荧光寿命下降而量子产率逐渐增加，在1，4-二氧六环溶液中，CB7的加入限制了HPIP的质子转移过程，而在环己烷溶液中则有利于HPIP的激发态质子转移.采用Benesi-Hildebrand方程对所测数据进行了线性拟合，结果表明形成了化学计量比为1：1的复合物.

关键词: 七元瓜环, 2-（2-羟苯基）咪唑并[1, 2-a]吡啶, 质子转移, 相互作用

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

中图分类号:

TrendMD:

易平贵, 刘金, 陈建, 于贤勇, 李筱芳, 郑柏树, 陶洪文, 郝艳雷. 光谱法研究七元瓜环作用下2-（2-羟苯基）咪唑并[1，2-a]吡啶的质子转移. 高等学校化学学报, 2014, 35(6): 1219.

YI Pinggui, LIU Jin, CHEN Jian, YU Xianyong, LI Xiaofang, ZHENG Baishu, TAO Hongwen, HAO Yanlei. Study on Proton Transfer of 2-(2’-Hyhroxyphenyl)imidazo[1,2-a]pyridine with Cucurbit[7]uril by Spectroscopic Methodology. Chem. J. Chinese Universities, 2014, 35(6): 1219.

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