Issue 31, 2023

Tetrahomo corona[4]arene-based spirophanes: synthesis, structure, and properties

Abstract

In contrast to a plethora of macrocyclic and cage compounds, spirophanes have remained largely unexplored. We report herein the construction, structure and properties of unprecedented tetrahomo corona[4]arene-based ditopic and tritopic macrocycles of spiro structures. Synthesis was conveniently achieved by means of an efficient SNAr reaction from simple and commercially available starting materials. Racemic samples were resolved into enantiopure chiral tetrahomo i-corona[4]arenes, spirophanes and bispirophanes which show interesting chiroptical properties. The acquired electron-deficient macrocyclic compounds were found to adopt unique conformational structures and to form distinct complexes with TTF in the solid state. Our study provides a new opportunity to develop multitopic macrocycles of different topologies which have potential applications in supramolecular chemistry.

Graphical abstract: Tetrahomo corona[4]arene-based spirophanes: synthesis, structure, and properties

Supplementary files

Article information

Article type
Edge Article
Submitted
11 máj 2023
Accepted
09 júl 2023
First published
11 júl 2023
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY-NC license

Chem. Sci., 2023,14, 8393-8400

Tetrahomo corona[4]arene-based spirophanes: synthesis, structure, and properties

S. Guo, Z. Zhang, S. Tong, Q. Guo, R. Hua and M. Wang, Chem. Sci., 2023, 14, 8393 DOI: 10.1039/D3SC02417B

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