Chiral self-discrimination and guest recognition in helicene-based coordination cages

dc.contributor.authorSchulte, Thorben R.
dc.contributor.authorHolstein, Julian J.
dc.contributor.authorClever, Guido H.
dc.date.accessioned2019-06-13T05:59:30Z
dc.date.available2019-06-13T05:59:30Z
dc.date.issued2019-02-13
dc.description.abstractChiral nanosized confinements play a major role for enantioselective recognition and reaction control in biological systems. Supramolecular self‐assembly gives access to artificial mimics with tunable sizes and properties. Herein, a new family of [Pd2L4] coordination cages based on a chiral [6]helicene backbone is introduced. A racemic mixture of the bis‐monodentate pyridyl ligand L1 selectively assembles with PdII cations under chiral self‐discrimination to an achiral meso cage, cis‐[Pd2L1P2L1M2]. Enantiopure L1 forms homochiral cages [Pd2L1P/M4]. A longer derivative L2 forms chiral cages [Pd2L2P/M4] with larger cavities, which bind optical isomers of chiral guests with different affinities. Owing to its distinct chiroptical properties, this cage can distinguish non‐chiral guests of different lengths, as they were found to squeeze or elongate the cavity under modulation of the helical pitch of the helicenes. The CD spectroscopic results were supported by ion mobility mass spectrometry.en
dc.identifier.urihttp://hdl.handle.net/2003/38091
dc.identifier.urihttp://dx.doi.org/10.17877/DE290R-20073
dc.language.isoende
dc.relation.ispartofseriesAngew. Chem. Int. Ed.;58(17)
dc.rights.urihttps://creativecommons.org/licenses/by-nc/4.0/
dc.subjectAnion recognitionen
dc.subjectChiralityen
dc.subjectHost-guest chemistryen
dc.subjectInterpenetrationen
dc.subjectSupramolecular chemistryen
dc.subject.ddc540
dc.titleChiral self-discrimination and guest recognition in helicene-based coordination cagesen
dc.typeTextde
dc.type.publicationtypearticlede
dcterms.accessRightsopen access
eldorado.openaire.projectidentifierinfo:eu-repo/grantAgreement/EC/H2020/683083/EU/Reactivity and Assembly of Multifunctional, Stimuli-responsive Encapsulation Structures/RAMSESde
eldorado.secondarypublicationtruede
eldorado.secondarypublication.primarycitationSchulte, TR, Holstein, JJ, Clever, GH (2019) Chiral self-discrimination and guest recognition in helicene-based coordination cages. Angew. Chem. Int. Ed. 58 (17), 5562-5566de
eldorado.secondarypublication.primaryidentifierdoi:10.1002/anie.201812926de

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