A1 Journal article (refereed)
Influencing the self‐sorting behavior of [2.2]paracyclophane based ligands by introducing isostructural binding motifs (2020)


Volbach, Lucia; Struch, Niklas; Bohle, Fabian; Topic, Filip; Schnakenburg, Gregor; Schneider, Andreas; Rissanen, Kari; Grimme, Stefan; Lützen, Arne (2020). Influencing the self‐sorting behavior of [2.2]paracyclophane based ligands by introducing isostructural binding motifs. Chemistry : A European Journal, 26 (15), 3335-3347. DOI: 10.1002/chem.201905070


JYU authors or editors


Publication details

All authors or editors: Volbach, Lucia; Struch, Niklas; Bohle, Fabian; Topic, Filip; Schnakenburg, Gregor; Schneider, Andreas; Rissanen, Kari; Grimme, Stefan; Lützen, Arne

Journal or series: Chemistry : A European Journal

ISSN: 0947-6539

eISSN: 1521-3765

Publication year: 2020

Volume: 26

Issue number: 15

Pages range: 3335-3347

Publisher: Wiley-VCH Verlag

Publication country: Germany

Publication language: English

DOI: http://doi.org/10.1002/chem.201905070

Open Access: Open access publication published in a hybrid channel

Publication is parallel published (JYX): https://jyx.jyu.fi/handle/123456789/66789


Abstract

Two isostructural ligands with either nitrile ( L nit ) or isonitrile ( L iso ) moieties directly connected to a [2.2]paracyclophane backbone with pseudo‐meta substitution pattern have been synthesized. The ligand itself ( L nit ) or its precursors ( L iso ) were resolved via HPLC on a chiral stationary phase and the absolute configuration of the isolated enantiomers was assigned by XRD analysis and/or by comparison of quantum‐chemical simulated and experimental ECD‐spectra. Surprisingly, the resulting metallosupramolecular aggregates formed in solution upon coordination of [(dppp)Pd(OTf) 2 ] differ in their composition: whereas L nit forms dinuclear complexes L iso exclusively forms trinuclear ones. Furthermore, they also differ in their chiral self‐sorting behavior as ( rac )‐ L iso undergoes exclusive social self‐sorting leading to a heterochiral assembly whereas ( rac )‐ L iso shows a twofold preference for the formation of homochiral complexes in a narcissistic self‐sorting manner as proven by ESI mass spectrometry and NMR spectroscopy. Interestingly, upon crystallization these discrete aggregates undergo structural transformation to coordination polymers as evidenced by single‐crystal X‐ray diffraction.


Keywords: supramolecular chemistry; ligands

Free keywords: supramolecular chemistry; self-assembly; nitrile ligands; isonitrile ligands; self-sorting


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Ministry reporting: Yes

Reporting Year: 2020

Preliminary JUFO rating: 2


Last updated on 2020-18-08 at 13:47