Synthesis and properties of new tetrazines substituted by heteroatoms:: Towards the world's smallest organic fluorophores
Synthesis and properties of new tetrazines substituted by heteroatoms:: Towards the world's smallest organic fluorophores
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DOI：
10.1002/chem.200401252
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发表时间：
2005-09-19
影响因子：
4.3
通讯作者：
Méallet-Renault, R
中科院分区：
文献类型：
--
作者：
Audebert, P;Miomandre, F;Méallet-Renault, R
合成了新的杂原子取代的四嗪化合物，并研究了它们的电化学和光化学性质。所有化合物都具有可逆电活性，标准电位根据取代基的供体特性向阴极移动。四嗪衍生物也是荧光的，最大发射波长在550-575 nm范围内。他们中的一些人表现出非常长的荧光寿命（几十纳秒），并保持荧光在固态光谱特征没有重大变化。其中一种衍生物的荧光可以通过富电子化合物如三苯胺、苯酚或苯甲醚的存在而有效地猝灭，这使得它们成为非常有前途的传感器应用化合物。
New tetrazines substituted by heteroatoms have been synthesized and their electrochemical and photochemical properties investigated. All compounds are reversibly electroactive with standard potentials shifting cathodically according to the donor character of the substituent. The tetrazine derivatives are also fluorescent with maximum emission wavelengths in the range 550-575 nm. Some of them show very long fluorescence lifetimes (several tens of ns) and remain fluorescent in the solid state without major changes in the spectral features. The fluorescence of one of the derivatives can be efficiently quenched by the presence of electron-rich compounds such as triphenylamines, phenol or anisole, which make them very promising compounds for sensor applications.