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氢键复合物介导的β-咔啉-3-羧酸甲酯的光物理性质——在不同溶剂中的比较研究

Photophysical properties of methyl beta-carboline-3-carboxylate mediated by hydrogen-bonded complexes--a comparative study in different solvents.

作者信息

Reyman D, Tapia M J, Carcedo C, Viñas M H

机构信息

Departamento de Química Física Aplicada, Facultad de Ciencias, C-XIV, Universidad Autónoma de Madrid, Crta Colmenar Viejo Km 15, 28049 Cantoblanco, Madrid, Spain.

出版信息

Biophys Chem. 2003 Jul 1;104(3):683-96. doi: 10.1016/s0301-4622(03)00129-7.

DOI:10.1016/s0301-4622(03)00129-7
PMID:12914912
Abstract

The hydrogen bonding interactions of methyl beta-carboline-3-carboxylate (BCCM) in both ground and first singlet excited electronic states have been studied in solvents with different properties in the presence of acetic acid, a hydrogen-bonding donor/acceptor. The methyl ester substituent reduces the pyridinic nitrogen basicity of this beta-carboline derivative. This fact has let us study the hydrogen bonding interactions in a higher range of acetic acid concentrations than for other beta-carboline derivatives previously studied. Steady and non-steady photophysical studies have been carried out in two non-polar solvents, benzene and p-dioxane; and in two polar solvents, acetonitrile and dichloromethane. Six different fluorescence emissions have been isolated corresponding to the uncomplexed BCCM, the protonated species and four different complexes between BCCM and acetic acid whose structures we have tried to elucidate.

摘要

在存在氢键供体/受体乙酸的情况下,研究了β-咔啉-3-羧酸甲酯(BCCM)在基态和第一单线态激发电子态下于具有不同性质的溶剂中的氢键相互作用。甲酯取代基降低了这种β-咔啉衍生物的吡啶氮碱性。这一事实使我们能够在比先前研究的其他β-咔啉衍生物更高的乙酸浓度范围内研究氢键相互作用。在两种非极性溶剂苯和对二氧六环以及两种极性溶剂乙腈和二氯甲烷中进行了稳态和非稳态光物理研究。已分离出六种不同的荧光发射,分别对应于未络合的BCCM、质子化物种以及BCCM与乙酸之间的四种不同络合物,我们试图阐明其结构。

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