Hexagonal Microparticles from Hierarchical Self-Organization of Chiral Trigonal Pd3L6 Macrotetracycles
Jurček, Ondřej, Nonappa, Kalenius, Elina, Jurček, Pia, Linnanto, Juha M., Puttreddy, Rakesh, Valkenier, Hennie, Houbenov, Nikolay, Babiak, Michal, Peterek, Miroslav, Davis, Anthony P., Marek, Radek, Rissanen, Kari. (2021). Hexagonal Microparticles from Hierarchical Self-Organization of Chiral Trigonal Pd3L6 Macrotetracycles. Cell Reports Physical Science, 2(1), Article 100303. https://doi.org/10.1016/j.xcrp.2020.100303
Published inCell Reports Physical Science
DisciplineAnalyyttinen kemiaSoveltavan kemian yksikköOrgaaninen kemiaAnalytical ChemistryThe Unit of Applied ChemistryOrganic Chemistry
© 2020 The Author(s)
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. ...
ISSN Search the Publication Forum2666-3864
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Related funder(s)Academy of Finland
Funding program(s)Research costs of Academy Research Fellow, AoF; Postdoctoral Researcher, AoF; Academy Research Fellow, AoF
Additional information about fundingThis project has received funding from the European Union’s (EU’s) Horizon 2020 research and innovation programme under the Marie Skłodowska-Curie and is cofinanced by the South Moravian Region under grant agreement no. 665860 (to O.J.). This publication reflects only the authors’ views, and the EU is not responsible for any use that may be made of the information it contains. The Academy of Finland’s Centre of Excellence in Molecular Engineering of Biosynthetic Hybrid Materials (HYBER, 2014–2019), the Photonics Research and Innovation (PREIN) flagship, and the Aalto University Nanomicroscopy Centre (Aalto-NMC) are acknowledged for access to microscopy facilities. This work was supported by the European Regional Development Fund-Project, ‘‘MSCA-fellow2@MUNI’’ (No. CZ.02.2.69/ 0.0/0.0/18_070/0009846, to P.J.). This work has received support from the Czech Science Foundation (grant no. 18-05421S to R.M.) and the Ministry of Education, Youth, and Sports of the Czech Republic (grant no. LQ1601). CIISB, Instruct-CZ Centre of Instruct-ERIC EU Consortium, funded by MEYS CR infrastructure project LM2018127, is gratefully acknowledged for the financial support of the measurements at the CFs Josef Dadok National NMR Centre and Cryo-Electron Microscopy and Tomography. H.V. is a Chercheuse Qualifie´ e of the Fonds de la Recherche Scientifique–FNRS. A.P.D. acknowledges the U.K. Engineering and Physical Sciences Research Council (EPSRC, grant no. EP/J00961X/1) for financial support. J.M.L. acknowledges the Estonian Research Council (grant no. PSG264) for partial support of this work. E.K. and R.P. wish to thank the Academy of Finland (projects 284562, 278743, 312514, and 298817). Dr. Anirban Som is gratefully acknowledged for the EDX spectroscopic mapping, Dr. Jan Novotny´ for valuable help with some NMR measurements, and M.Sc. Subhasis Chattopadhyay for recording some SEM images. ...
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