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Self‐Discriminating Self‐Assembly of Dinuclear Heterochiral Rhombs from Tröger’s Base Derived Bis(pyridyl) Ligands
Author(s) -
Weilandt Torsten,
Kiehne Ulf,
Bunzen Jens,
Schnakenburg Gregor,
Lützen Arne
Publication year - 2010
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.200902993
Subject(s) - chemistry , self assembly , crystallography , stereochemistry , nuclear magnetic resonance spectroscopy , base (topology) , single crystal , ion , organic chemistry , mathematical analysis , mathematics
Five racemic dissymmetric bis(pyridyl) ligands based on 2,8‐ or 3,9‐difunctionalised Tröger’s base derivatives have been synthesised. Only those derived from a 2,8‐difunctionalised scaffold were found to undergo selective self‐assembly to discrete self‐assembled dinuclear metallosupramolecular aggregates of rhomboid shape upon coordination to cis ‐protected Pd 2+ or Pt 2+ ions, as evidenced by ESI mass spectrometry, NMR spectroscopy and single‐crystal X‐ray diffraction. Interestingly, these processes were found to be highly diastereoselective leading to the formation of C 2 v ‐symmetric heterochiral assemblies in a self‐discriminating manner.