A Friedlaender approach to novel 1,10-phenanthrolines and their use as ligands for Ru(II) and Cu(I)

Article abstract of DOI:10.1016/S0040-4020(01)89260-7

A six step synthesis of 8-amino-7-quinolinecarbaldehyde from 8-hydroxyquinoline has been developed. This aminoaldehyde undergoes Friedlaender condensation with ketones to form 2-substituted 1,10-phenanthrolines and 1,2-diketones to form 2,2′-bi-(1.10-phenanthroline)s. A tetramethylene derivative of the latter class of compounds forms a helical dinuclear complex with Cu(I).