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


ABSTRACT: The reaction of sym-pentakis(4-aminothiophenyl)corannulene with 2-formyl-6-methylpyridine and CuI or 2-formyl-1,10-phenanthroline and MII (M = Co, Zn) yields an S10-symmetric 5-fold interlocked [2]catenane of two interpenetrating [CuI5L2]5+ cages or D5-symmetric [MII5L2]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 [CoII5L2]10+ cage over the [CuI10L4]10+ catenane. The single cage and catenane each cocrystallized with a corannulene guest to form a bowl-in-bowl substructure.

SUBMITTER: Ronson TK 

PROVIDER: S-EPMC7291353 | biostudies-literature | 2020 Jun

REPOSITORIES: biostudies-literature

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An <i>S</i><sub>10</sub>-Symmetric 5-Fold Interlocked [2]Catenane.

Ronson Tanya K TK   Wang Yujia Y   Baldridge Kim K   Siegel Jay S JS   Nitschke Jonathan R JR  

Journal of the American Chemical Society 20200601 23


The reaction of <i>sym</i>-pentakis(4-aminothiophenyl)corannulene with 2-formyl-6-methylpyridine and Cu<sup>I</sup> or 2-formyl-1,10-phenanthroline and M<sup>II</sup> (M = Co, Zn) yields an <i>S</i><sub>10</sub>-symmetric 5-fold interlocked [2]catenane of two interpenetrating [Cu<sup>I</sup><sub>5</sub>L<sub>2</sub>]<sup>5+</sup> cages or <i>D</i><sub>5</sub>-symmetric [M<sup>II</sup><sub>5</sub>L<sub>2</sub>]<sup>10+</sup> cages, respectively. The new structures were characterized by X-ray crys  ...[more]

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