J 2021

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

JURČEK, Ondřej; N. NONAPPA; Elina KALENIUS; Pia Yasmine JURČEK; Juha M. LINNANTO et. al.

Basic information

Original name

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

Authors

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

Edition

Cell Reports Physical Science, Cell Press, 2021, 2666-3864

Other information

Language

English

Type of outcome

Article in a journal

Country of publisher

United States of America

Confidentiality degree

is not subject to a state or trade secret

References:

Organization

Středoevropský technologický institut – Repository – Repository

UT WoS

000658759800020

EID Scopus

2-s2.0-85103117299

Keywords in English

Supramolecular Chemistry; Bile Acid; Palladium; Heterotopic Ligand; Transmetalation; Self-Assembly; Chirality; Surfactant; Self-Organization; Particle

Links

EF18_070/0009846, research and development project. GA18-05421S, research and development project. LM2018127, research and development project. LQ1601, research and development project. 5SA15055, interní kód Repo.
Changed: 26/2/2022 02:10, RNDr. Daniel Jakubík

Abstract

V originále

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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