Heterocyclic quinol-type fluorophores: Synthesis, X-ray crystal structures, and solid-state photophysical properties of novel 5-hydroxy-5-substituent-benzo[b]naphtho[1,2-d]furan-6-one and 3-hydroxy-3-substituent-benzo[kl]xanthen-2-one derivatives
Heterocyclic quinol-type fluorophores: Synthesis, X-ray crystal structures, and solid-state photophysical properties of novel 5-hydroxy-5-substituent-benzo[b]naphtho[1,2-d]furan-6-one and 3-hydroxy-3-substituent-benzo[kl]xanthen-2-one derivatives
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DOI：
10.1002/chem.200600094
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发表时间：
2006-10-16
影响因子：
4.3
通讯作者：
Yoshida, Katsuhira
中科院分区：
文献类型：
--
作者：
Ooyama, Yousuke;Okamoto, Tomohiro;Yoshida, Katsuhira
本文合成了一类新的喹啉类杂环荧光团（4a-c）和（5a-c），它们的取代基（R = Me，Bu，Ph）与发色团骨架通过非共轭连接，并研究了它们在溶液和固体中的物理化学性质。在两种状态之间的吸收和荧光光谱中观察到相当大的差异。喹啉4a-c和5a-c在溶液中表现出几乎相同的吸收和荧光光谱;然而，它们在结晶状态下的固态荧光激发和发射光谱却有很大的不同。我们进行了X射线晶体学分析，以阐明显着的效果的非共轭键的取代基上的固态荧光激发和发射光谱。根据X射线晶体结构，讨论了4a-c和5a-c的固体物理性质与化学结构和晶体结构的关系。
Novel heterocyclic quinol-type fluorophores (4a-c) and (5a-c) that contain substituents (R = Me, Bu, Ph) with nonconjugated linkages to the chromophore skeleton have been synthesized and their photophysical properties have been investigated in solution and in the solid state. Considerable differences in the absorption and fluorescence spectra were observed between the two states. Quinols 4a-c and 5a-c exhibited almost the same absorption and fluorescence spectra in solution; however, their solid-state fluorescence excitation and emission spectra in the crystalline state were quite different. We performed X-ray crystallographic analyses to elucidate the dramatic effect of the substituents of the nonconjugated linkage on the solid-state fluorescence excitation and emission spectra. The relationships between the solid-state photophysical properties and the chemical and crystal structures of 4a-c and 5a-c are discussed on the basis of the X-ray crystal structures.