A1 Journal article (refereed)
Selective Formation of S4- and T-Symmetric Supramolecular Tetrahedral Cages and Helicates in Polar Media Assembled via Cooperative Action of Coordination and Hydrogen-Bonds (2020)

Shi, Q., Zhou, X., Yuan, W., Su, X., Neniškis, A., Wei, X., Taujenis, L., Snarskis, G., Ward, J. S., Rissanen, K., de Mendoza, J., & Orentas, E. (2020). Selective Formation of S4- and T-Symmetric Supramolecular Tetrahedral Cages and Helicates in Polar Media Assembled via Cooperative Action of Coordination and Hydrogen-Bonds. Journal of the American Chemical Society, 142(7), 3658-3670. https://doi.org/10.1021/jacs.0c00722

JYU authors or editors

Publication details

All authors or editorsShi, Qixun; Zhou, Xiaohong; Yuan, Wei; Su, Xiaoshi; Neniškis, Algirdas; Wei, Xin; Taujenis, Lukas; Snarskis, Gustautas; Ward, Jas S; Rissanen, Kari; et al.

Journal or seriesJournal of the American Chemical Society



Publication year2020


Issue number7

Pages range3658-3670

PublisherAmerican Chemical Society

Publication countryUnited States

Publication languageEnglish


Research data linkhttps://pubs.acs.org/doi/suppl/10.1021/jacs.0c00722/suppl_file/ja0c00722_si_001.pdf

Publication open accessNot open

Publication channel open access

Publication is parallel published (JYX)https://jyx.jyu.fi/handle/123456789/67591

Additional informationThe Supporting Information is available free of charge at https://pubs.acs.org/doi/10.1021/jacs.0c00722.; Experimental procedures and spectroscopic data (PDF); https://pubs.acs.org/doi/suppl/10.1021/jacs.0c00722/suppl_file/ja0c00722_si_001.pdf
X-ray diffraction data files (CIF); https://pubs.acs.org/doi/suppl/10.1021/jacs.0c00722/suppl_file/ja0c00722_si_002.cif


We report on the synthesis and self-assembly study of novel supramolecular monomers encompassing quadruple hydrogen-bonding motifs and metal coordinating 2,2’-bipyridine units. When mixed with metal ions such as Fe2+ or Zn2+, the tetrahedron cage complexes are formed in quantitative yields and full diastereoselectivity, even in highly polar acetonitrile or methanol solvents. The symmetry of the complexes obtained has been shown to depend critically on the flexibility of the ligand. Restriction of the rotation of the hydrogen-bonding unit with respect to the metal coordinating site results in a T-symmetric cage, whereas by introducing flexibility either through a methylene linker or rotating benzene ring allows the formation of S4-symmetric cages with self-filled interior. In addition, the possibility to select between tetrahedral cages or helicates, and to control the dimensions of the aggregate, has been demonstrated with three component assembly using external hydrogen-bonding molecular inserts or by varying the radius of the metal ion (Hg2+ vs Fe2+). Self-sorting studies of individual Fe2+ complexes of with ligands of different sizes revealed their inertness toward ligand scrambling.

Keywordssupramolecular chemistryhydrogen bonds

Free keywordssynthesis; supramolecular monomers; hydrogen-bonds

Contributing organizations

Ministry reportingYes

Reporting Year2020

JUFO rating3

Last updated on 2024-22-04 at 12:51