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Perfluorinated Ligands Induce Meridional Metal Stereochemistry to Generate M8L12, M10L15, and M12L18 Prisms

Kieffer, Marion; Pilgrim, Ben S.; Ronson, Tanya K.; Roberts, Derrick A.; Aleksanyan, Mina; Nitschke, Jonathan R.

Perfluorinated Ligands Induce Meridional Metal Stereochemistry to Generate M8L12, M10L15, and M12L18 Prisms Thumbnail


Authors

Marion Kieffer

Tanya K. Ronson

Derrick A. Roberts

Mina Aleksanyan

Jonathan R. Nitschke



Abstract

FeII4L6 tetrahedral cage 1 undergoes post-assembly modification (PAM) via a Diels–Alder cycloaddition of the anthracene panels of the cage with tetracyanoethylene (TCNE). The modified cage 2 possesses an enclosed cavity suitable for encapsulation of the fullerene C60, whereas original cage 1 forms a unique covalent adduct through a Diels–Alder cycloaddition of three of its anthracene ligands with C60. This adduct undergoes further PAM via reaction of the remaining three ligands with TCNE, enabling the isolation of two distinct products depending on the order of addition of C60 and TCNE. Modified cage 2 was also able to bind an anionic guest, [Co(C2B9H11)2]−, which was not encapsulated by the original cage, demonstrating the potential of PAM for tuning the binding properties of supramolecular hosts.

Citation

Kieffer, M., Pilgrim, B. S., Ronson, T. K., Roberts, D. A., Aleksanyan, M., & Nitschke, J. R. (2016). Perfluorinated Ligands Induce Meridional Metal Stereochemistry to Generate M8L12, M10L15, and M12L18 Prisms. Journal of the American Chemical Society, 138(21), 6813-6821. https://doi.org/10.1021/jacs.6b02445

Journal Article Type Article
Acceptance Date May 4, 2016
Online Publication Date May 20, 2016
Publication Date 2016-06
Deposit Date Feb 24, 2020
Publicly Available Date May 15, 2020
Journal Journal of the American Chemical Society
Print ISSN 0002-7863
Electronic ISSN 1520-5126
Publisher American Chemical Society
Peer Reviewed Peer Reviewed
Volume 138
Issue 21
Pages 6813-6821
DOI https://doi.org/10.1021/jacs.6b02445
Public URL https://nottingham-repository.worktribe.com/output/4026312
Publisher URL https://pubs.acs.org/doi/10.1021/jacs.6b02445

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