Diaryltrisphaeridine Derivatives: Synthesis, Experimental Electrochemical and Photophysical Properties, and Theoretical Studies

被引:2
作者
Caballero, Alegria [1 ]
Campos, Pedro J. [1 ]
Rodriguez, Miguel A. [1 ]
机构
[1] Univ La Rioja, Dept Quim, Ctr Invest Sintesis Quim, Logrono 26006, Spain
关键词
Heterocycles; Alkaloids; Luminescence; Sensors; Electrochemistry; Density functional theory; IODINATION; ALKALOIDS; ALKYNES;
D O I
10.1002/ejoc.201201051
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A series of diaryltrisphaeridines have been synthesized by iodination of trisphaeridine and subsequent Suzuki coupling reactions. The photophysical and electrochemical properties of these compounds have been investigated and it has been found that they are dependent on the aryl substituents. In particular, the presence of dimethylamino groups induces a bright-green emission, thus making this compound a promising candidate for fluorescence devices and molecular sensors. Moreover, the green emission disappears on addition of HCl and this material can therefore also be used as a sensor for protons. The results have been rationalized by DFT and TD-DFT theoretical studies.
引用
收藏
页码:6357 / 6363
页数:7
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