Excited-state intramolecular proton transfer (ESIPT) in 2-(2′-hydroxyphenyl)pyridine and some carbon-bridged derivatives
Excited-state intramolecular proton transfer (ESIPT) in 2-(2′-hydroxyphenyl)pyridine and some carbon-bridged derivatives
复制标题
DOI：
10.1016/s1010-6030(98)00328-1
复制
发表时间：
1998-09-15
影响因子：
4.3
通讯作者：
Rettig, W
中科院分区：
文献类型：
--
作者：
LeGourrierec, D;Kharlanov, V;Rettig, W
报道了 2-(2'-羟基苯基)吡啶 (HPP)、10-羟基-5,6-二氢苯并[h]喹啉 (HdihBQ) 和 10-羟基苯并[h]喹啉 (HBQ) 在非极性、酒精和水环境中的吸收和发射特性。给出了基态和激发态 pK 值，并与相关衍生物的 pK 值进行了比较。 (1) 荧光的温度依赖性和 (2) HPP - HdihBQ - HBQ 系列互变异构发射的量子产率的增加表明了分子内旋转机制和结构灵活性在这些系统行为中的重要作用。提出了 HPP 构象异构体的存在，并通过量子化学计算估计了它们的能量作为扭转角的函数。结论是两个非辐射通道在 HPP 互变异构体中起作用，一个与扭曲有关，另一个与 n pi* 失活有关。 (C) 1998 Elsevier Science S.A. 保留所有权利。
The absorption and emission properties of 2-(2'-hydroxyphenyl)pyridine (HPP), 10-hydroxy-5,6-dihydrobenzo[h]quinoline (HdihBQ) and 10-hydroxybenzo[h]quinoline (HBQ), are reported in non-polar, alcoholic and aqueous environments. Ground and excited state pK values are presented, and compared with those of related derivatives. The important role of intramolecular rotational mechanisms and structural flexibility in the behaviour of these systems is suggested by (1) the temperature dependence of the fluorescence and (2) the increase in the quantum yields of the tautomeric emission across the series HPP - HdihBQ - HBQ. The existence of conformers of HPP is proposed and their energy as a function of the torsional angle is estimated by quantum chemical calulations. It is concluded that two nonradiative channels operate in HPP tautomer, one connected to twisting and the other related to n pi* deactivation. (C) 1998 Elsevier Science S.A. All rights reserved.