Abstract
As the raw materials of organic–inorganic dyes, 2-triethoxysilylazulene derivatives (2a–2d) were synthesized via a cross-coupling reaction between a 2-haloazulene derivative (1a–1d) and triethoxysilane in the presence of a rhodium catalyst. Compounds 2a–2d were obtained as colored liquids and characterized using NMR and mass spectroscopy. The UV–Vis spectra of 2a–2d were red-shifted as compared to that of hydrogen-substituted azulene derivatives (3a–3d). This was attributed to the extended conjugated system and specific properties of the azulene moiety. Compound 2a was polymerized via a hydrolysis–condensation reaction, and the resulting polymer (P2a) was characterized using GPC, 29Si NMR, and FT-IR spectroscopy. The UV–Vis spectrum of P2a was red-shifted as compared to that of 2a, which was attributed to the π–π interactions.
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