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Stepwise Synthesis of Low-Symmetry Hexacationic Pyridinium Organic Cages

An efficient approach was developed for the synthesis of the well-known BlueCage by pre-bridging two 2,4,6-tris­(4-pyridyl)-1,3,5-triazine (TPT) panels with one linker followed by cage formation in a much improved yield and shortened reaction time. Such a stepwise methodology was further applied to...

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Bibliographic Details
Published in:Organic letters 2024-05, Vol.26 (19), p.4152-4157
Main Authors: Wang, Jin-Xin, Li, Shao-Chuan, Cai, Li-Xuan, Hu, Shao-Jun, Zhou, Li-Peng, Yang, Jian, Sun, Qing-Fu
Format: Article
Language:English
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Summary:An efficient approach was developed for the synthesis of the well-known BlueCage by pre-bridging two 2,4,6-tris­(4-pyridyl)-1,3,5-triazine (TPT) panels with one linker followed by cage formation in a much improved yield and shortened reaction time. Such a stepwise methodology was further applied to synthesize three new pyridinium organic cages, C2, C3, and C4, where the low-symmetry cages C3 and C4 with angled panels demonstrated better recognition properties toward 1,1′-bi-2-naphthol (BINOL) than the high-symmetry analogue C2 featuring parallel platforms.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.4c01438