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Efficient synthesis of cyclic amidine-based fluorophores via 6π-electrocyclic ring closure

Novel 10π-electron cyclic amidines with excellent fluorescence properties were synthesized by a general and efficient 6π-electrocyclic ring closure of ketenimine and imine starting from N-sulfonyl triazoles and arylamines. The photophysical properties of cyclic amidine fluorophores have been studied...

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Detalles Bibliográficos
Autores principales: Li, Guofeng, Zhao, Man, Xie, Junqiu, Yao, Ying, Mou, Lingyun, Zhang, Xiaowei, Guo, Xiaomin, Sun, Wangsheng, Wang, Zheng, Xu, Jiecheng, Xue, Jianzhong, Hu, Tao, Zhang, Ming, Li, Min, Hong, Liang
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2020
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8152618/
https://www.ncbi.nlm.nih.gov/pubmed/34094046
http://dx.doi.org/10.1039/d0sc00798f
Descripción
Sumario:Novel 10π-electron cyclic amidines with excellent fluorescence properties were synthesized by a general and efficient 6π-electrocyclic ring closure of ketenimine and imine starting from N-sulfonyl triazoles and arylamines. The photophysical properties of cyclic amidine fluorophores have been studied in detail and have shown good properties of a large Stokes shift, pH insensitivity, low cytotoxicity and higher photostability, which have great potential for biological imaging. Furthermore, this novel fluorophore was successfully applied to the localization of the NK-1 receptor in living systems.