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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...
| Autores principales: | , , , , , , , , , , , , , |
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| Formato: | Online Artículo Texto |
| Lenguaje: | English |
| Publicado: |
The Royal Society of Chemistry
2023
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| Materias: | |
| 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 |
| _version_ | 1785124565025816576 |
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| author | 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 |
| author_facet | 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 |
| author_sort | Xu, Rong-Yao |
| collection | PubMed |
| description | 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. |
| format | Online Article Text |
| id | pubmed-10594055 |
| institution | National Center for Biotechnology Information |
| language | English |
| publishDate | 2023 |
| publisher | The Royal Society of Chemistry |
| record_format | MEDLINE/PubMed |
| spelling | pubmed-105940552023-10-25 Efficient macrocyclization facilitated by skeleton preorganization 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 RSC Adv Chemistry 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. The Royal Society of Chemistry 2023-10-24 /pmc/articles/PMC10594055/ /pubmed/37881211 http://dx.doi.org/10.1039/d3ra05671f Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by/3.0/ |
| spellingShingle | Chemistry 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 Efficient macrocyclization facilitated by skeleton preorganization |
| title | Efficient macrocyclization facilitated by skeleton preorganization |
| title_full | Efficient macrocyclization facilitated by skeleton preorganization |
| title_fullStr | Efficient macrocyclization facilitated by skeleton preorganization |
| title_full_unstemmed | Efficient macrocyclization facilitated by skeleton preorganization |
| title_short | Efficient macrocyclization facilitated by skeleton preorganization |
| title_sort | efficient macrocyclization facilitated by skeleton preorganization |
| topic | Chemistry |
| url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10594055/ https://www.ncbi.nlm.nih.gov/pubmed/37881211 http://dx.doi.org/10.1039/d3ra05671f |
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