Cy. Hung et al., A FRIEDLANDER APPROACH TO NOVEL 1,10-PHENANTHROLINES AND THEIR USE ASLIGANDS FOR RU(II) AND CU(I), Tetrahedron, 50(36), 1994, pp. 10685-10692
A six step synthesis of 8-amino-7-quinolinecarbaldehyde from 8-hydroxy
quinoline has been developed. This aminoaldehyde undergoes Friedlander
condensation with ketones to form 2-substituted 1,10-phenanthrolines
and 1,2-diketones to form 2,2'-bi-(1,10-phenanthroline)s. A tetramethy
lene derivative of the latter class of compounds forms a helical dinuc
lear complex with Cu(I).