NOVEL FORMATION OF DIPYRROLO- AND DIINDOLO[1,2-a:2′,1′-c]QUINOXALINE DERIVATIVES AND THEIR OPTICAL PROPERTIES
NOVEL FORMATION OF DIPYRROLO- AND DIINDOLO[1,2-a:2′,1′-c]QUINOXALINE DERIVATIVES AND THEIR OPTICAL PROPERTIES
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DOI：
10.3987/com-09-s(s)51
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发表时间：
2010-01-01
期刊：
影响因子：
0.6
通讯作者：
Ogura, Katsuyuki
中科院分区：
文献类型：
--
作者：
Matsumoto, Shoji;Qu, Sheng;Ogura, Katsuyuki
以1，2-二（1-吡咯基）苯衍生物和1，2-二（1-吲哚基）苯衍生物为原料，通过分子内偶联反应合成了二吡咯并[1，2-a：2 '，1'-c]喹喔啉（A和B）。从紫外-可见吸收光谱和荧光光谱中观察到A和B之间的明显差异。在二吲哚并[1，2-a：2 '，1'-c]喹喔啉（2b）的吸收光谱和荧光光谱中观察到具有精细结构的尖锐峰。在2b的吲哚部分的6和6'位引入苯环对于赋予红移是有效的。此外，在这些位置处的吸电子基团特别影响发射峰。
Dipyrrolo- and diindolo[1,2-a:2',1'-c]quinoxaline structures (A and B, respectively) were synthesized from 1,2-di(1-pyrrolyl)- and 1,2-di(1-indolyl)benzene derivatives with iodine using a novel intramolecular coupling reaction. Apparent differences between A and B were observed from UV-VIS absorption and fluorescence spectra. Sharp peaks with a fine structure were observed in the absorption and fluorescence spectra of diindolo[1,2-a:2',1'-c]quinoxaline (2b). Introduction of a phenyl ring at the 6 and 6' positions of the indole moieties of 2b is efficient for imparting a red shift. In addition, the electron-withdrawing group at those positions particularly affected the emission peaks.