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Blue-emitting acridine-tagged silver(i)-bis-N-heterocyclic carbene

机译:蓝色发光吖啶标记的银(I)-BIS-N-杂环

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Herein, the photophysical properties of an acridine derivative of a bis-N-heterocyclic carbene silver complex were investigated. The HOMO and LUMO energy differences between 9-[(N-methyl imidazol-2-ylidene)]acridine and 4,5-bis[(N-methyl-imidazol-2-ylidene)methyl]acridine were theoretically compared. Based on the calculation, the 4,5-bis N-heterocyclic carbene-tethered acridine type of ligand was found to be a potential source for tuning the fluorescent nature of the resultant metal derivatives. Thus, a 4,5-bis N-heterocyclic carbene (NHC)-tethered acridine silver(i) salt was synthesized, and its photophysical properties were investigated. The 4,5-bis[(N-isopropylimidazol-2-ylidene)methyl]acridine silver(i) hexafluorophosphate complex was obtained from the reaction between [4,5-bis{(N-isopropylimidazolium)methyl}acridine] hexafluorophosphate and Ag2O in very good yield; this molecule was characterized by elemental analysis and FTIR, multinuclear (H-1 and C-13) NMR, UV-Vis, and fluorescence spectroscopic techniques. The molecular structure has been confirmed by single-crystal X-ray diffraction analysis, which has revealed that the complex is a homoleptic mononuclear silver(i) cationic solid. The charge of the Ag(i)-NHC cation is balanced by the hexafluorophosphate anion. The cationic moieties are closely packed in the chair and inverted chair forms where silver(i) possesses a quasi-linear geometry. Moreover, the silver complex provided blue emission from all the three excitations with good fluorescence quantum yield. The fluorescence lifetime of the silver(i) complex has been determined using the time-correlated single photon counting technique. Interestingly, the fluorescence decay pattern and the fluorescence lifetimes of the silver complex are largely different from those of the parent ligand acridine imidazolium salt. Moreover, the theoretical predictions have been found to be in good agreement with the experimental results.
机译:在此,研究了双-N-杂环碳烯络合物的吖啶衍生物的光学性质。理论上比较了9 - [(N-甲基咪唑-2- ylidene)]吖啶和4,5-双[(N-甲基 - 咪唑-2- ylidene)甲基]吖啶之间的HOMO和LUMO能量差异。基于计算,发现4,5-双官能卡脱吖啶配体的配体类型是用于调节所得金属衍生物的荧光性质的潜在来源。因此,合成了4,5-双杂环基石(NHC)吖啶银(I)盐,研究了其光学性质。 4,5-双[(N-异丙基咪唑-2-少丁烯)甲基]吖啶银(I)六氟磷酸盐复合物是从[4,5-双(N-双丙基咪唑鎓)甲基}吖啶的反应中得到的]六氟磷酸盐和Ag2O在非常好的产量;该分子的特征在于元素分析和FTIR,多核(H-1和C-13)NMR,UV-Vis和荧光光谱技术。通过单晶X射线衍射分析证实了分子结构,这揭示了复合物是阳离子固体的复合物是阳离子固体。 Ag(I)-NHC阳离子的电荷由六氟磷酸盐阴离子平衡。阳离子部分紧密包装在椅子和倒立的椅子表格中,银(i)拥有准线性几何形状。此外,银色复合物提供了来自所有三种激发的蓝色排放,荧光量子产量良好。已经使用时间相关的单光子计数技术确定了银(I)复合物的荧光寿命。有趣的是,银络合物的荧光衰减图案和荧光寿命大大于母体配体吖啶咪唑鎓盐的含量。此外,已经发现理论预测与实验结果吻合良好。

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