| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 176948 | Dyes and Pigments | 2012 | 6 Pages |
Two novel cationic cyclopentadienyliron azo-complexes (Azo-Fc) were synthesized by the SNAr reaction of (η6-chlorobenzene) (η5-cyclopentadienyl) iron hexafluorophosphate (Fc-Cl) with 1-phenylazo-2-naphthol and 4-(4-nitrophenylazo)carbazole. They were characterized by IR, 1H NMR, 13C NMR, and MS. The UV–vis spectral characteristics of the azo-complexes were investigated in four organic solvents of different degrees of polarity. These synthesized azo-complexes exhibited a bathochromic shift of the visible absorption maxima with the increase in conjugating skeleton. The study of photochemical properties reveals that the azo-complexes showed good photostability and that photolysis was difficult to realize. The geometric structures of the azo-complexes were optimized on the basis of density function theory at the B3PW91/Lanl2dz level. The energy levels of their frontier molecular orbitals were obtained.
Graphical abstractFigure optionsDownload full-size imageDownload as PowerPoint slideHighlights► Two cationic cyclopentadienyliron azo-complexes (Azo-Fcs) were synthesized. ► Theses two complexes showed good photostability and strong absorption. ► Electron transfer occurs from HOMO to LUMO in Azo-Fcs by calculation.
