Chiral self-sorting behaviour of [2.2]paracyclophane-based bis(pyridine) ligands‡

Literature Information

Publication Date 2019-03-12
DOI 10.1039/C9QO00155G
Impact Factor 5.281
Authors

J. Anhäuser, R. Puttreddy, Y. Lorenz, A. Schneider, M. Engeser, K. Rissanen, A. Lützen


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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.

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