A SHORT SYNTHETIC ROUTE TO 4,7-DIHALOGENATED 1,10-PHENANTHROLINES WITH ADDITIONAL GROUPS IN 3,8-POSITION - SOLUBLE PRECURSORS FOR MACROCYCLIC OLIGOPHENANTHROLINES
M. Schmittel et H. Ammon, A SHORT SYNTHETIC ROUTE TO 4,7-DIHALOGENATED 1,10-PHENANTHROLINES WITH ADDITIONAL GROUPS IN 3,8-POSITION - SOLUBLE PRECURSORS FOR MACROCYCLIC OLIGOPHENANTHROLINES, EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, (5), 1998, pp. 785-792
A short and efficient preparation of 3,8-dialkylated or 3,8-dialkylate
d 1,10-phenanthrolines-4,7-diones is described. Their chlorination or
bromination furnishes the corresponding, highly soluble 4,7-dichloro-
or 4,7-dibromo phenanthrolines that constitute versatile precursors to
macrocyclic oligophenanthrolines with exo-coordination sites. They ca
n be further reacted by nucleophilic aromatic substitution or Heck-cou
pling reactions.