Issue 43, 2023

Efficient macrocyclization facilitated by skeleton preorganization

Abstract

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.

Graphical abstract: Efficient macrocyclization facilitated by skeleton preorganization

Supplementary files

Article information

Article type
Paper
Submitted
20 Aug 2023
Accepted
09 Oct 2023
First published
24 Oct 2023
This article is Open Access
Creative Commons BY license

RSC Adv., 2023,13, 30269-30272

Efficient macrocyclization facilitated by skeleton preorganization

R. Xu, X. Liu, G. Sun, Z. Zhang, M. Dong, L. Zhao, S. Zhang, X. Wang, H. Zhang, S. Yang, X. Wang, B. Li, J. Li and C. Li, RSC Adv., 2023, 13, 30269 DOI: 10.1039/D3RA05671F

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