A1 Journal article (refereed)
Chiral self-sorting behaviour of [2.2]paracyclophane-based bis(pyridine) ligands (2019)

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

JYU authors or editors

Puttreddy, Rakesh
Rissanen, Kari

Publication details

All authors or editors: Anhäuser, J.; Puttreddy, Rakesh; Lorenz, Y.; Schneider, A.; Engeser, M.; Rissanen, Kari; Lützen, A.

Journal or series: Organic Chemistry Frontiers

ISSN: 2052-4110

eISSN: 2052-4129

Publication year: 2019

Volume: 6

Issue number: 8

Pages range: 1226-1235

Publisher: Royal Society of Chemistry

Publication country: United Kingdom

Publication language: English

DOI: https://doi.org/10.1039/c9qo00155g

Publication open access: Not open

Publication channel open access:

Publication is parallel published (JYX): https://jyx.jyu.fi/handle/123456789/67543

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.

Keywords: organic chemistry; ligands; mass spectrometry; NMR spectroscopy; crystallography

Free keywords: X ray crystallography; Circular dichroism spectroscopy; Ligands; Mass spectrometry; Nuclear magnetic resonance spectroscopy; Palladium compounds; Pyridine; Synthesis (chemical); Ultraviolet visible spectroscopy

Fields of science: