Chiral self-sorting behaviour of [2.2]paracyclophane-based bis(pyridine) ligands
Abstract
Two constitutionally isomeric chiral bis(pyridine) ligands based on planar chiral 4,15-difunctionalized [2.2]paracyclophanes were synthesized, the respective enantiomers were separated via HPLC on a chiral stationary phase, and their self-assembly behaviour upon coordination to palladium(ii) ions was studied with regard to chiral self-sorting effects. As proven by NMR spectroscopy, mass spectrometry, CD spectroscopy, UV-Vis spectroscopy and X-ray crystallography both ligands form the expected dinuclear complexes upon coordination to cis-protected di- or tetravalent palladium(ii) ions, respectively, however, with distinct differences concerning their chiral self-sorting ability.
Main Authors
Format
Articles
Research article
Published
2019
Series
Subjects
Publication in research information system
Publisher
Royal Society of Chemistry
The permanent address of the publication
https://urn.fi/URN:NBN:fi:jyu-202001231714Use this for linking
Review status
Peer reviewed
ISSN
2052-4110
DOI
https://doi.org/10.1039/c9qo00155g
Language
English
Published in
Organic Chemistry Frontiers
Citation
- Anhäuser, J., Puttreddy, R., Lorenz, Y., Schneider, A., Engeser, M., Rissanen, K., & Lützen, A. (2019). Chiral self-sorting behaviour of [2.2]paracyclophane-based bis(pyridine) ligands. Organic Chemistry Frontiers, 6(8), 1226-1235. https://doi.org/10.1039/c9qo00155g
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Funder(s)
Research Council of Finland
Funding program(s)
Tutkijatohtori, SA
Postdoctoral Researcher, AoF
Additional information about funding
Authors acknowledge the Studienstiftung des deutschen Volkes for a doctoral scholarship and the Bonn International Graduate School of Chemistry for an international research scholarship (J. A.), the Academy of Finland (RP: 298817) and the University of Jyväskylä (KR), Finland for financial support. We thank Christine Sondag and Karin Peters-Pflaumbaum for their support in measuring the EI-and ESI-MS spectra.
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