A Dynamic and Responsive Host in Action: Light-Controlled Molecular Encapsulation.
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Peer-reviewed
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Abstract
The rational design of a flexible molecular box, oAzoBox4+ , incoporating both photochromic and supramolecular recognition motifs is described. We exploit the E↔Z photoisomerization properties of azobenzenes to alter the shape of the cavity of the macrocycle upon absorption of light. Imidazolium motifs are used as hydrogen-bonding donor components, allowing for sequestration of small molecule guests in acetonitrile. Upon E→Z photoisomerization of oAzoBox4+ the guest is expelled from the macrocyclic cavity.
Description
Keywords
host-guest systems, hydrogen bonds, macrocycles, photochemistry, supramolecular chemistry
Journal Title
Angew Chem Int Ed Engl
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Journal ISSN
1433-7851
1521-3773
1521-3773
Volume Title
55
Publisher
Wiley
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Sponsorship
Engineering and Physical Sciences Research Council (EP/G060649/1)
European Research Council (240629)
Engineering and Physical Sciences Research Council (EP/H007024/1)
Engineering and Physical Sciences Research Council (EP/L027151/1)
Engineering and Physical Sciences Research Council (EP/K039520/1)
European Commission (273807)
European Research Council (240629)
Engineering and Physical Sciences Research Council (EP/H007024/1)
Engineering and Physical Sciences Research Council (EP/L027151/1)
Engineering and Physical Sciences Research Council (EP/K039520/1)
European Commission (273807)
S.T.J.R acknowledges the Cambridge Home and European Scholarship Scheme and the Robert Gardiner memorial scholarship. J.D.B. thanks Marie Curie IEF (project number273807). R.S. acknowledges the EC for a Marie Curie fellowship (project number 622711). D.F.R is supported bythe NASA Postdoctoral Program administered by the Uni-versities Space Research Association. This work was supported by the EPSRC (reference number EP/G060649/1), an ERC Starting Investigator Grant (project number 240629),and a Next Generation Fellowship from the Walters-Kundert Foundation. The authors thank HECBioSim (EPSRC grantnumber EP/L000253/1) via ARCHER, and the Ada Kings HPC3 service. Felix Cosmin Mocanu is gratefully acknowledged for assistance in the synthesis of compound 1.