6533b7d8fe1ef96bd1269b2d
RESEARCH PRODUCT
Self-assembly of metallosupramolecular rhombi from chiral concave 9,9'-spirobifluorene-derived bis(pyridine) ligands.
Georg Meyer-epplerMarianne EngeserTorsten PiehlerKari RissanenArne LützenFilip TopićSophie HytteballeRainer Hovorkasubject
Stereochemistryconcave templatesSupramolecular chemistrymetal complexesFull Research Paperself-sortingsupramolecular chemistrylcsh:QD241-441lcsh:Organic chemistrysupramolekulaarinen kemialcsh:Scienceta1169LigandChemistryOrganic ChemistryNuclear magnetic resonance spectroscopyself-assemblyPyridine ligandCrystallographyChemistrySelf sortingEnantiopure drug99’-spirobifluorenelcsh:QSelf-assembly9’-spirobifluoreneSingle crystaldescription
Two new 9,9’-spirobifluorene-based bis(4-pyridines) were synthesised in enantiopure and one also in racemic form. These ligands act as concave templates and form metallosupramolecular [(dppp)2M2L2] rhombi with cis-protected [(dppp)Pd]2+ and [(dppp)Pt]2+ ions. The self-assembly process of the racemic ligand preferably occurs in a narcissistic self-recognising manner. Hence, a mixture of all three possible stereoisomers [(dppp)2M2{(R)-L}2](OTf)4, [(dppp)2M2{(S)-L}2](OTf)4, and [(dppp)2M2{(R)-L}{(S)-L}](OTf)4 was obtained in an approximate 1.5:1.5:1 ratio which corresponds to an amplification of the homochiral assemblies by a factor of approximately three as evidenced by NMR spectroscopy and mass spectrometry. The racemic homochiral assemblies could also be characterised by single crystal X-ray diffraction.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2014-01-01 | Beilstein journal of organic chemistry |