Synthesis and X-ray crystallographic analysis of chiral pyridyl substituted carbocyclic molecular clefts |
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| Authors: | Connie KY Lee Peter Turner Margaret M Harding |
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| Institution: | a School of Chemistry, The University of Sydney, Sydney, New South Wales 2006, Australia
b School of Chemistry, The University of New South Wales, Sydney, New South Wales 2052, Australia |
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| Abstract: | Ditopic symmetrical bis(pyridyl) ligands incorporating the chiral dibenzobicyclob,f]3.3.1]nona-5a,6a-diene-6,12-dione cleft have been synthesised and characterised by NMR spectroscopy, mass spectrometry and X-ray crystallography. The ligands, which incorporate pyridyl groups directly connected to the carbocyclic cleft core or via alkyne or phenyl linkers were accessed from palladium-catalysed coupling reactions of 2,8-dibromodibenzobicyclob,f]3.3.1]nona-5a,6a-diene-6,12-dione. X-ray crystal analyses show the interplanar angles between the two cleft aromatic rings in these molecules, which range from 97.80(3) to 109.80(4)°. |
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| Keywords: | Molecular clefts Supramolecular chemistry Metal complexation Suzuki cross-coupling Sonogashira cross-coupling X-ray analysis |
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