TY - JOUR A1 - Hovorka, Rainer A1 - Hytteballe, Sophie A1 - Piehler, Torsten A1 - Meyer-Eppler, Georg A1 - Topić, Filip A1 - Rissanen, Kari A1 - Engeser, Marianne A1 - Lützen, Arne T1 - Self-assembly of metallosupramolecular rhombi from chiral concave 9,9’-spirobifluorene-derived bis(pyridine) ligands JF - Beilstein Journal of Organic Chemistry PY - 2014/// VL - 10 SP - 432 EP - 441 SN - 1860-5397 DO - 10.3762/bjoc.10.40 PB - Beilstein-Institut JA - Beilstein J. Org. Chem. UR - https://doi.org/10.3762/bjoc.10.40 KW - concave templates KW - metal complexes KW - self-assembly KW - self-sorting KW - 9,9’-spirobifluorene KW - supramolecular chemistry N2 - 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. ER -