Structurally Diversified Calix[3]phenoxazines: Synthesis, Solid-State Conformational Investigation, and Host–Guest Chemistry

A new type of phenoxazine-based macrocyclic arene, calix­[n]­phenoxazines, are reported. Structurally diversified calix[3]­phenoxazines with different substitutes on nitrogen atoms and methylene bridges are synthesized with a yield of 30%–70%. Single crystal structure and density function theory cal...

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Bibliographic Details
Published in:Organic letters 2023-08, Vol.25 (30), p.5597-5601
Main Authors: Mao, Lijun, Li, Fengwu, Huang, Lingzi, Qu, Xin, Wang, Ke, Zhang, Yanjing, Ma, Da
Format: Article
Language:English
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Summary:A new type of phenoxazine-based macrocyclic arene, calix­[n]­phenoxazines, are reported. Structurally diversified calix[3]­phenoxazines with different substitutes on nitrogen atoms and methylene bridges are synthesized with a yield of 30%–70%. Single crystal structure and density function theory calculation show calix[3]­phenoxazines possess electron-rich cavities, which can selectively encapsulate suitable electron-deficient guests through multiple noncovalent interactions.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.3c01931