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Synthesis of Luminescent 2-7 Disubstituted Silafluorenes with alkynyl-carbazole, -phenanthrene, and -benzaldehyde substituents
Journal of Organometallic Chemistry ( IF 2.3 ) Pub Date : 2020-09-20 , DOI: 10.1016/j.jorganchem.2020.121514
Stephan Germann , Shelby J. Jarrett , Cynthia M. Dupureur , Nigam P. Rath , Ethan Gallaher , Janet Braddock-Wilking

Three new fluorescent 2,7-alkynyl(aryl)-3,6-dimethoxy-9,9-diphenylsilafluorenes have been synthesized using a Pd-catalyzed Sonogashira coupling reaction to incorporate alkynyl(aryl) groups at the 2,7-positions of the ring. The substituents include 9-ethynylcarbazole, 4-ethynylbenzaldehyde, and 3-ethynylphenanthrene. These new compounds were characterized utilizing X-ray crystallography as well as multinuclear NMR, mass spectrometry, UV-Vis, and fluorescence spectroscopic techniques. These silafluorenes, which are yellow crystals in the solid state, showed high quantum yields with moderate molar extinction coefficients in dichloromethane and strong blue emission. Key words: silafluorene, luminescence.



中文翻译:

带有炔基-咔唑,-菲和-苯甲醛取代基的发光2-7二取代的硅芴

使用Pd催化的Sonogashira偶联反应合成了三个新的荧光2,7-炔基(芳基)-3,6-二甲氧基-9,9-二苯基硅芴,并在其2,7-位引入炔基(芳基)。环。取代基包括9-乙炔基咔唑,4-乙炔基苯甲醛和3-乙炔基菲。这些新化合物利用X射线晶体学以及多核NMR,质谱,UV-Vis和荧光光谱技术进行了表征。这些固态的黄色晶体硅芴具有高的量子产率,在二氯甲烷中具有适度的摩尔消光系数,并且具有强蓝色发射。关键词:硅芴发光。

更新日期:2020-10-02
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