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Periphery-functionalized porous organic cages

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Title: Periphery-functionalized porous organic cages
Authors: Reiss, PS
Little, MA
Santolini, V
Chong, SY
Hasell, T
Jelfs, KE
Briggs, ME
Cooper, AI
Item Type: Journal Article
Abstract: By synthesizing derivatives of a trans-1,2-diaminocyclohexane precursor, three new functionalized porous organic cages were prepared with different chemical functionalities on the cage periphery. The introduction of twelve methyl groups (CC16) resulted in frustration of the cage packing mode, which more than doubled the surface area compared to the parent cage, CC3. The analogous installation of twelve hydroxyl groups provided an imine cage (CC17) that combines permanent porosity with the potential for post-synthetic modification of the cage exterior. Finally, the incorporation of bulky dihydroethanoanthracene groups was found to direct self-assembly towards the formation of a larger [8+12] cage, rather than the expected [4+6], cage molecule (CC18). However, CC18 was found to be non-porous, most likely due to cage collapse upon desolvation.
Issue Date: 6-Oct-2016
Date of Acceptance: 1-Oct-2016
URI: http://hdl.handle.net/10044/1/42077
DOI: https://dx.doi.org/10.1002/chem.201603593
ISSN: 0861-9255
Publisher: Wiley
Start Page: 16547
End Page: 16553
Journal / Book Title: Chemistry
Volume: 22
Issue: 46
Copyright Statement: © 2016 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim. This is the accepted version of the following article: Reiss, P. S., Little, M. A., Santolini, V., Chong, S. Y., Hasell, T., Jelfs, K. E., Briggs, M. E. and Cooper, A. I. (2016), Periphery-Functionalized Porous Organic Cages. Chem. Eur. J., which has been published in final form at http://dx.doi.org/10.1002/chem.201603593.
Sponsor/Funder: The Royal Society
Funder's Grant Number: UF120469
Keywords: cage compounds
cycloimination
gas sorption
microporous materials
General Chemistry
03 Chemical Sciences
Publication Status: Published
Appears in Collections:Chemistry
Faculty of Natural Sciences



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