TY - JOUR
T1 - Synthesis and X-ray crystallographic analysis of chiral pyridyl substituted carbocyclic molecular clefts
AU - Lee, Connie K.Y.
AU - Groneman, Jennifer L.
AU - Turner, Peter
AU - Rendina, Louis M.
AU - Harding, Margaret M.
PY - 2006/5/15
Y1 - 2006/5/15
N2 - Ditopic symmetrical bis(pyridyl) ligands incorporating the chiral dibenzobicyclo[b,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-dibromodibenzobicyclo[b,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)°.
AB - Ditopic symmetrical bis(pyridyl) ligands incorporating the chiral dibenzobicyclo[b,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-dibromodibenzobicyclo[b,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)°.
KW - Metal complexation
KW - Molecular clefts
KW - Sonogashira cross-coupling
KW - Supramolecular chemistry
KW - Suzuki cross-coupling
KW - X-ray analysis
UR - http://www.scopus.com/inward/record.url?scp=33646022265&partnerID=8YFLogxK
U2 - 10.1016/j.tet.2006.03.014
DO - 10.1016/j.tet.2006.03.014
M3 - Article
SN - 0040-4020
VL - 62
SP - 4870
EP - 4878
JO - Tetrahedron
JF - Tetrahedron
IS - 20
ER -