Ferrocene derivatives containing anthracene linked by spacers

Article abstract of DOI:10.1016/0022-328x(96)06125-6

Several ferrocene derivatives linked by a non-conjugated spacer to a 9,10-diphenylanthracene unit have been prepared, among them an amphiphilic isoquinolinium salt. By X-ray structure analysis of the intermediate 9,10-bis(4-hydroxyphenyl)anthracene, an almost perpendicular arrangement of the phenyl groups with respect to the anthracene was found. The properties of the compounds were studied by NMR and cyclovoltammetry, which suggest that the isoquinolinium salt forms inverse micelles in organic solvents. No indication for intramolecular aggregation of ferrocene and isoquinolinium moieties by folding of the flexible alkyl spacers could be detected. The compound forms a monolayer when spread on water which can be transferred to a quartz surface. Repeated transfer leads to a non-centrosymmetric Z-type array of layers in the Langmuir-Blodgett film.