Efficient macrocyclization facilitated by skeleton preorganization

Reported here is the efficient macrocyclization facilitated by skeleton preorganization. A pyridylcarbazole macrocycle and a phenylpyridylcarbazole macrocycle was synthesized in yield up to 75%. Single-crystal structures and theoretic computation uncovered that the skeleton preorganization promoted...

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Detalles Bibliográficos
Autores principales: Xu, Rong-Yao, Liu, Xiu, Sun, Guang, Zhang, Zhi-Yuan, Dong, Ming, Zhao, Liya, Zhang, Si-Miao, Wang, Xi-Yang, Zhang, Hong-Xu, Yang, Shang-Jie, Wang, Xiuguang, Li, Bin, Li, Jian, Li, Chunju
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2023
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10594055/
https://www.ncbi.nlm.nih.gov/pubmed/37881211
http://dx.doi.org/10.1039/d3ra05671f
Descripción
Sumario:Reported here is the efficient macrocyclization facilitated by skeleton preorganization. A pyridylcarbazole macrocycle and a phenylpyridylcarbazole macrocycle was synthesized in yield up to 75%. Single-crystal structures and theoretic computation uncovered that the skeleton preorganization promoted the formation of cyclization-favorable conformation of noncyclic precursors via π⋯π interactions. This result provided a new approach for the efficient syntheses of macrocycles.

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