Hexagonal Microparticles from Hierarchical Self-Organization of Chiral Trigonal Pd3L6 Macrotetracycles

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Authors

JURČEK Ondřej NONAPPA N. KALENIUS Elina JURČEK Pia Yasmine LINNANTO Juha M. PUTTREDDY Rakesh VALKENIER Hennie HOUBENOV Nikolay BABIAK Michal PETEREK Miroslav DAVIS Anthony P. MAREK Radek RISSANEN Kari

Year of publication 2021
Type Article in Periodical
Magazine / Source Cell Reports Physical Science
MU Faculty or unit

Central European Institute of Technology

Citation
Web https://doi.org/10.1016/j.xcrp.2020.100303
Doi http://dx.doi.org/10.1016/j.xcrp.2020.100303
Keywords Supramolecular Chemistry; Bile Acid; Palladium; Heterotopic Ligand; Transmetalation; Self-Assembly; Chirality; Surfactant; Self-Organization; Particle
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Description 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.
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