Syntheses and photophysical properties of BF2 complexes of curcumin analogues
Syntheses and photophysical properties of BF2 complexes of curcumin analogues
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姜黄素类似物BF2配合物的合成及光物理性质
DOI：
10.1039/c3ob42201a
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发表时间：
2014-01-01
影响因子：
3.2
通讯作者：
Jiao, Lijuan
中科院分区：
文献类型：
--
作者：
Bai, Guifeng;Yu, Changjiang;Jiao, Lijuan
稳定的四配位有机硼配合物作为经典的荧光分子在材料和医学科学中有着多种应用。由2,2-二氟-1,3-二氧硼基戊二酮与多种醛缩合制备了一类新型姜黄素-BF2配合物，并对其光物理性质进行了表征。这些姜黄素-BF2 染料在溶液中的吸收光谱观察到了系统变化，这与其结构特征密切相关，包括芳香基团的特征和对位给电子取代基的存在。在姜黄素-BF2 复合物 1 中观察到，通过改变溶剂的极性可在 500 至 800 nm 范围内调节强荧光，并且在二氯甲烷中观察到中等至良好的荧光量子产率，范围为 0.24 至 0.58。相比之下，其不对称类似物姜黄素-BF2 复合物 3 表现出低得多的荧光量子产率。除了优异的光稳定性之外，这些姜黄素-BF2 染料还具有产生单线态氧的能力。
Stable tetracoordinated organoboron complexes as classic fluorescent molecules have found various applications in material and medical sciences. A new class of curcumin-BF2 complexes has been prepared from the condensation of 2,2-difluoro-1,3-dioxaborylpentadione with a variety of aldehydes and its photophysical properties were characterized. Systematic variations were observed in the absorption spectra of these curcumin-BF2 dyes in solutions, which are well correlated with their structural features, including characteristics of the aromatic groups and presence of a para electron-donating substituent. Strong fluorescence that is tunable from 500 to 800 nm via variation of the polarity of the solvent and a moderate to good fluorescence quantum yield ranging from 0.24 to 0.58 in dichloromethane were observed in curcumin-BF2 complexes 1. By contrast, their asymmetrical analogue, curcumin-BF2 complexes 3 exhibit much lower fluorescence quantum yields. Besides their excellent photostabilities, these curcumin-BF2 dyes also show singlet oxygen generating capabilities.