Simple dissymmetrical and asymmetrical Troger's bases: photophysical and structural characterization

被引:4
作者
Trupp, Leandro [1 ,2 ,3 ,4 ]
Bruttomesso, Andrea C. [3 ,4 ]
Barja, Beatriz C. [1 ,2 ]
机构
[1] Univ Buenos Aires, Fac Ciencias Exactas & Nat, Dept Quim Inorgan Analit & Quim Fis, Int Guiraldes 2160,Ciudad Univ, RA-1428 Buenos Aires, DF, Argentina
[2] Univ Buenos Aires, CONICET, Inst Quim Fis Mat Medio Ambiente & Energia INQUIM, Int Guiraldes 2160,Ciudad Univ, RA-1428 Buenos Aires, DF, Argentina
[3] Univ Buenos Aires, Fac Ciencias Exactas & Nat, Dept Quim Organ, Int Guiraldes 2160,Ciudad Univ, RA-1428 Buenos Aires, DF, Argentina
[4] Univ Buenos Aires, CONICET, Unidad Microanal & Metodos Fis Aplicados Quim Org, Int Guiraldes 2160,Ciudad Univ, RA-1428 Buenos Aires, DF, Argentina
关键词
FLUORESCENT-PROBE; BIS-TROGERS; ANALOGS; ISOCYANIDE; RECOGNITION; DERIVATIVES; CHEMISTRY; H-1; DFT;
D O I
10.1039/d0nj01988g
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Despite their continuously growing preparation and applications in the last few decades, the photophysical properties of Troger's bases (TBs) with small substituents have not been analyzed. We synthesized three dissymmetrical TBs with amino, isocyano and formamido groups and a new asymmetrical TB with one amino and one isocyano group and studied their absorption and emission properties and solvatochromic effects. An intramolecular charge transfer (ICT) state was found for the isocyano containing derivatives, associated to the isocyano acceptor group and the nitrogen donor atom in the central diazocinic core. The results of NMR and IR spectroscopy were also analyzed, demonstrating the communication between both ends of the TBs.
引用
收藏
页码:10973 / 10981
页数:9
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