Pathway-Dependent Post-assembly Modification of an Anthracene-Edged M$^{II}$$_4L_6$ Tetrahedron
Publication Date
2016-08-24Journal Title
Journal of the American Chemical Society
ISSN
0002-7863
Publisher
American Chemical Society
Volume
138
Issue
33
Pages
10417-10420
Language
English
Type
Article
This Version
VoR
Metadata
Show full item recordCitation
Ronson, T., Pilgrim, B., & Nitschke, J. (2016). Pathway-Dependent Post-assembly Modification of an Anthracene-Edged M$^{II}$$_4L_6$ Tetrahedron. Journal of the American Chemical Society, 138 (33), 10417-10420. https://doi.org/10.1021/jacs.6b06710
Abstract
Fe$^{II}$$_4L_6$ tetrahedral cage $\textbf{1}$ undergoes post-assembly modification (PAM) via a Diels-Alder cycloaddition of the anthracene panels of the cage with tetracyanoethylene (TCNE). The modified cage $\textbf{2}$ possesses an enclosed cavity suitable for encapsulation of the fullerene C$_{60}$, whereas original cage $\textbf{1}$ forms a unique covalent adduct through a Diels-Alder cycloaddition of three of its anthracene ligands with C$_{60}$. 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 C$_{60}$ and TCNE. Modified cage $\textbf{2}$ was also able to bind an anionic guest, [Co(C$_2$B$_9$H$_{11}$)$_2$]$^{-}$, which was not encapsulated by the original cage, demonstrating the potential of PAM for tuning the binding properties of supramolecular hosts.
Sponsorship
Engineering and Physical Sciences Research Council, University of Cambridge (Herchel Smith Research Fellowship), Corpus Christi College (Cambridge; Fellowship)
Funder references
EPSRC (EP/K039520/1)
EPSRC (EP/M008258/1)
Embargo Lift Date
2100-01-01
Identifiers
External DOI: https://doi.org/10.1021/jacs.6b06710
This record's URL: https://www.repository.cam.ac.uk/handle/1810/260807
Rights
Attribution 4.0 International, Attribution 4.0 International, Attribution 4.0 International, Attribution 4.0 International