Synthesis of diethynyltriptycene-linked dipyridyl ligands.
[reaction: see text] An efficient route to a new family of dinucleating ligands has been developed. A convergent strategy to these ligands involved dual Sonogashira cross-coupling of 2,3-diethynyltriptycene with a variety of functionally diverse 5-bromopyridines. The resultant ligands were accessed in four steps and 40-50% overall yield from 1,2,4,5-tetrabromobenzene. Synthesis of an imidazole and a quinoline derivative by this method is also described.
Kodanko
Jeremy J
JJ
Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA.
Morys
Anna J
AJ
Lippard
Stephen J
SJ
D001952:Bridged-Ring Compounds / Q000737:chemistry*; D001969:Bromobenzenes / Q000737:chemistry; D003432:Cross-Linking Reagents / Q000737:chemistry*; D008024:Ligands; D008958:Models, Molecular; D015394:Molecular Structure; D011725:Pyridines / Q000138:chemical synthesis* / Q000737:chemistry
D001952:Bridged-Ring Compounds; D001969:Bromobenzenes; D003432:Cross-Linking Reagents; D008024:Ligands; D011725:Pyridines