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Improved Acid Resistance of a Metal–Organic Cage Enables Cargo Release and Exchange between Hosts

Lin Xu, Dawei Zhang, Tanya K. Ronson, Jonathan R. Nitschke

2020Angewandte Chemie International Edition63 citationsDOIOpen Access PDF

Abstract

Abstract The use of di(2‐pyridyl)ketone in subcomponent self‐assembly is introduced. When combined with a flexible triamine and zinc bis(trifluoromethanesulfonyl)imide, this ketone formed a new Zn 4 L 4 tetrahedron 1 bearing twelve uncoordinated pyridyl units around its metal‐ion vertices. The acid stability of 1 was found to be greater than that of the analogous tetrahedron 2 built from 2‐formylpyridine. Intriguingly, the peripheral presence of additional pyridine rings in 1 resulted in distinct guest binding behavior from that of 2 , affecting guest scope as well as binding affinities. The different stabilities and guest affinities of capsules 1 and 2 enabled the design of systems whereby different cargoes could be moved between cages using acid and base as chemical stimuli.

Topics & Concepts

CageAffinitiesChemistryKetoneTetrahedronMetalZincStereochemistryPyridinePolymer chemistryCrystallographyCombinatorial chemistryMedicinal chemistryOrganic chemistryCombinatoricsMathematicsSupramolecular Chemistry and ComplexesSupramolecular Self-Assembly in MaterialsMetal-Organic Frameworks: Synthesis and Applications
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