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A family of externally-functionalised coordination cages

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Jackson, Garrett D., Tipping, Max B., Taylor, Christopher G. P., Piper, Jerico R., Pritchard, Callum, Mozaceanu, Cristina and Ward, Michael D. (2021) A family of externally-functionalised coordination cages. Chemistry, 3 (4). pp. 1203-1214. doi:10.3390/chemistry3040088 ISSN 2624-8549.

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Official URL: http://dx.doi.org/10.3390/chemistry3040088

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Abstract

New synthetic routes are presented to derivatives of a (known) M8L12 cubic coordination cage in which a range of different substituents are attached at the C4 position of the pyridyl rings at either end of the bis(pyrazolyl-pyridine) bridging ligands. The substituents are (i) –CN groups (new ligand LCN), (ii) –CH2OCH2–CCH (containing a terminal alkyne) groups (new ligand LCC); and (iii) –(CH2OCH2)3CH2OMe (tri-ethyleneglycol monomethyl ether) groups (new ligand LPEG). The resulting functionalised ligands combine with M2+ ions (particularly Co2+, Ni2+, Cd2+) to give isostructural [M8L12]16+ cage cores bearing 24 external functional groups; the cages based on LCN (with M2+ = Cd2+) and LCC (with M2+ = Ni2+) have been crystallographically characterised. The value of these is twofold: (i) exterior nitrile or alkene substituents can provide a basis for further synthetic opportunities via ‘Click’ reactions allowing in principle a diverse range of functionalisation of the cage exterior surface; (ii) the exterior –(CH2OCH2)3CH2OMe groups substantially increase cage solubility in both water and in organic solvents, allowing binding constants of cavity-binding guests to be measured under an increased range of conditions.

Item Type: Journal Article
Subjects: Q Science > QD Chemistry
Divisions: Faculty of Science, Engineering and Medicine > Science > Chemistry
Library of Congress Subject Headings (LCSH): Coordination compounds, Crystals -- Structure, X-ray crystallography, Chemistry, Organic
Journal or Publication Title: Chemistry
Publisher: MDPI
ISSN: 2624-8549
Official Date: 14 October 2021
Dates:
DateEvent
14 October 2021Published
11 October 2021Accepted
20 September 2021Submitted
Volume: 3
Number: 4
Page Range: pp. 1203-1214
DOI: 10.3390/chemistry3040088
Status: Peer Reviewed
Publication Status: Published
Access rights to Published version: Open Access (Creative Commons)
Date of first compliant deposit: 7 June 2022
Date of first compliant Open Access: 9 June 2022
RIOXX Funder/Project Grant:
Project/Grant IDRIOXX Funder NameFunder ID
RPG-2019-149Leverhulme Trusthttp://dx.doi.org/10.13039/501100000275
765297H2020 Marie Skłodowska-Curie Actionshttp://dx.doi.org/10.13039/100010665
EP/R03382X/1[EPSRC] Engineering and Physical Sciences Research Councilhttp://dx.doi.org/10.13039/501100000266
UNSPECIFIEDUniversity of Warwickhttp://dx.doi.org/10.13039/501100000741

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