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RESEARCH PRODUCT
Hexagonal Microparticles from Hierarchical Self-Organization of Chiral Trigonal Pd3L6 Macrotetracycles
Nikolay HoubenovJuha LinnantoOndřej JurčekAnthony P. DavisKari RissanenMiroslav PeterekRakesh PuttreddyPia JurčekNonappaMichal BabiakRadek MarekRadek MarekHennie ValkenierHennie ValkenierElina Kaleniussubject
particlesurfactantSupramolecular chemistryGeneral Physics and Astronomychemistry.chemical_elementchirality02 engineering and technology010402 general chemistry01 natural sciences114 Physical sciencessupramolecular chemistryTransmetalationPhysico-chimie généraleChimie des colloïdesAmphiphileStructural isomersupramolekulaarinen kemiaChimiebile acidGeneral Materials ScienceLigandChemistryGeneral Engineeringheterotopic ligandChimie des surfaces et des interfacesGeneral Chemistrykompleksiyhdisteetself-assembly021001 nanoscience & nanotechnologypalladiumself-organization0104 chemical sciences3. Good healthmikrorakenteetCrystallographyChimie organiqueGeneral EnergytransmetalationSelf-assembly0210 nano-technologyChirality (chemistry)Palladiumdescription
Construction of structurally complex architectures using inherently chiral, asymmetric, or multi-heterotopic ligands is a major challenge in metallosupramolecular chemistry. Moreover, the hierarchical self-organization of such complexes is unique. Here, we introduce a water-soluble, facially amphiphilic, amphoteric, chiral, asymmetric, and hetero-tritopic ligand derived from natural bile acid, ursodeoxycholic acid. We show that via the supramolecular transmetalation reaction, using nitrates of Cu(II) or Fe(III), and subsequently Pd(II), a superchiral Pd3L6 complex can be obtained. Even though several possible constitutional isomers of Pd3L6 could be formed, because of the ligand asymmetry and relative flexibility of carbamate-pyridyl moieties attached to the steroid scaffold, only a single product with C3 rotational symmetry was obtained. Finally, we demonstrate that these amphiphilic complexes can self-organize into hexagonal microparticles in aqueous media. This finding may lead to the development of novel self-assembled metal-organic functional materials made of natural, abundant, and relatively inexpensive steroidal compounds.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2021-01-20 |