A Self-Assembled Homochiral Radical Cage with Paramagnetic Behaviors

Tianyu Jiao; Hang Qu; Lu Tong; Xiaoyu Cao; Hao Li

doi:10.1002/anie.202100655

A Self-Assembled Homochiral Radical Cage with Paramagnetic Behaviors

Angew Chem Int Ed Engl. 2021 Apr 26;60(18):9852-9858. doi: 10.1002/anie.202100655. Epub 2021 Mar 23.

Authors

Tianyu Jiao¹, Hang Qu², Lu Tong¹, Xiaoyu Cao², Hao Li¹

Affiliations

¹ Department of Chemistry, Zhejiang University, Hangzhou, 310027, P. R. China.
² State Key Laboratory of Physical Chemistry of Solid Surfaces, iChEM and College of Chemistry and Chemical Engineering, Xiamen University, Xiamen, 361005, China.

PMID: 33651476
DOI: 10.1002/anie.202100655

Abstract

Condensation of an inherently C₃ -symmetric polychlorotriphenylmethyl (PTM) radical trisaldehyde with tris(2-aminoethyl)amine (TREN) yields a [4+4] tetrahedral radical cage as a racemic pair of homochiral enantiomers in 75 % isolated yield. The structure was characterized by X-ray crystallography, confirming the homochirality of each cage framework. The homochirality results from intramolecular [CH⋅⋅⋅π] and hydrogen-bonding interactions within the cage framework. The four PTM radicals in a cage undergo weak through-space coupling. Magnetic measurements demonstrated that each cage bears 3.58 spins.

Keywords: dynamic covalent chemistry; homochirality; organic cages; organic radicals; self-assembly.

Abstract

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