An S10-Symmetric 5-Fold Interlocked [2]Catenane

The reaction of sym -pentakis(4-aminothiophenyl)corannulene with 2-formyl-6-methylpyridine and Cu I or 2-formyl-1,10-phenanthroline and M II (M = Co, Zn) yields an S 10 -symmetric 5-fold interlocked [2]catenane of two interpenetrating [Cu I 5 L 2 ] 5+ cages or D 5 -symmetric [M II 5 L 2 ] 10+ cages,...

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Bibliographic Details
Published in:Journal of the American Chemical Society 2020-06, Vol.142 (23), p.10267-10272
Main Authors: Ronson, Tanya K, Wang, Yujia, Baldridge, Kim, Siegel, Jay S, Nitschke, Jonathan R
Format: Article
Language:English
Subjects:
Communication
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Summary:The reaction of sym -pentakis(4-aminothiophenyl)corannulene with 2-formyl-6-methylpyridine and Cu I or 2-formyl-1,10-phenanthroline and M II (M = Co, Zn) yields an S 10 -symmetric 5-fold interlocked [2]catenane of two interpenetrating [Cu I 5 L 2 ] 5+ cages or D 5 -symmetric [M II 5 L 2 ] 10+ cages, respectively. The new structures were characterized by X-ray crystallography, NMR spectroscopy, and mass spectrometry. Density functional theory computations point to dispersive energies on par with traditional covalent bond energies. Subcomponent exchange reactions favored formation of the [Co II 5 L 2 ] 10+ cage over the [Cu I 10 L 4 ] 10+ catenane. The single cage and catenane each cocrystallized with a corannulene guest to form a bowl-in-bowl substructure.
ISSN:0002-7863
1520-5126
DOI:10.1021/jacs.0c03349