Photochemistry of Fluorescent Azobenzenes Substituted with Azulenylpyridine Moiety

Absolute Configuration Determination of Azulenyl Diols Isolated From Asymmetric Pinacol Coupling

“…In accord with our interests in the chemistry of azulene, we recently reported the mechanistic peculiarities induced by the azulen‐1‐yl moiety to the McMurry coupling reaction of (azulen‐1‐yl)carbonyl compounds . We were pleased to find that the McMurry pinacol coupling of 1‐acetylazulene in the presence of excess TiCl 4 –Zn afforded diol 2 dl exclusively as a racemic mixture .…”

Second order nonlinear optical properties of poled films containing azobenzenes tailored with azulen-1-yl-pyridine

“…The maximum absorption wavelength λ max of the azo-benzene substituted 4-azulenylpyridine in PMMA film is located at around 437 nm. In solution, the dye λ max is 425 nm, with small influence of the solvent polarity on the maximum absorption wavelength [ 39 , 40 ]. It is worth mentioning that putting the pyridine moiety on the azo-azulene push-pull system for extension of the electron conjugation path, does not cause a significant change λ max as compared to azoazulene derivatives [ 36 ].…”

“…The fluorescence emission above 530 nm displayed by these compounds is induced by the attachment of the azulenyl moiety to the azobenzene molecules and explained by the unusual S 2 → S 0 azulene transition. In addition, upon exposure to UV light for a short period of time, the thermally stable E isomer was converted to the corresponding Z isomer, whereas exposure of the irradiated solutions to sunlight for a day caused the recovery of the stable isomer [ 40 ].…”