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Synthesis of optically active 3,3’-disubstituted biphenyl derivatives using palladium-catalyzed amination and their evaluation as enantioselective fluorescent detectors for amino alcohols and metal cations
Russian Chemical Bulletin ( IF 1.7 ) Pub Date : 2020-07-01 , DOI: 10.1007/s11172-020-2911-7
A. V. Shaferov , A. S. Malysheva , A. D. Averin , O. K. Grigorova , A. K. Buryak , I. P. Beletskaya

The palladium-catalyzed amination was used to synthesize optically active 3,3’-diaminosubstituted biphenyl derivatives (in particular, macrocyclic derivatives) decorated with additional fluorophore groups (dansyl and 7-methoxycoumarin). The synthesized compounds were studied by spectroscopic methods (UV spectroscopy, fluorescence) in the presence of individual enantiomers of amino alcohols and metal salts. One of the synthesized compounds was demonstrated to serve as an enantioselective fluorescent detector for enantiomers of 2-amino-1-propanol because of different changes in the fluorescence spectra. Certain compounds can be used as molecular probes for the detection of CuII, AlIII, CrIII, and InIII cations due to characteristic changes in the fluorescence spectra upon the addition of metal perchlorates.

中文翻译:

使用钯催化胺化合成光学活性 3,3'-二取代联苯衍生物及其作为氨基醇和金属阳离子的对映选择性荧光检测器的评价

钯催化的胺化用于合成用额外荧光基团(丹磺酰基和 7-甲氧基香豆素)装饰的光学活性 3,3'-二氨基取代联苯衍生物(特别是大环衍生物)。在氨基醇和金属盐的单个对映异构体存在下,通过光谱方法(紫外光谱、荧光)研究合成的化合物。由于荧光光谱的不同变化,其中一种合成化合物被证明可用作 2-氨基-1-丙醇对映异构体的对映选择性荧光检测器。由于加入金属高氯酸盐后荧光光谱的特征变化,某些化合物可用作检测 CuII、AlIII、CrIII 和 InIII 阳离子的分子探针。
更新日期:2020-07-01
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