Spirooxazines spironaphthoxazine

Kwak and Hurditch8 patented the family of indolino spirooxazines derived from 5-nitroso-6-hydroxyquinoline. This family, the spiropyridobenzoxazines, in general possesses greater sensitivities (that is, rates of activation) and equilibrium responses (Table 2.6). For example, spiropyridobenzoxazine 11 has a sensitivity of 0.56 (A0 >/min) and an equilibrium response of 0.42 (AOD) versus a sensitivity of 0.44 and an equilibrium response of 0.22 for the corresponding spironaphthoxazine. 

As already noted, Schneider and co-workers were the first to report nanosecond time-resolved Raman spectra of spirooxazine derivatives (including the spironaphthoxazine), using resonance CARS.18 Two years later, the same group... 

In the last part of this section, we will report the results of recent TR3 experiments performed on spironaphthoxazines in various solvents. Comparison of the nanosecond Raman spectra with the resonance Raman spectra of a permanent open form in the spirooxazine series, the structure of which has been firmly established, have led for the first time to spectroscopic evidence for the identification of the isomeric structure of transient photomerocyanines in this series. 

Spironaphthoxazine with a crown ether, 8, also shows photochromic behavior that is sensitive to the type of alkali and alkaline earth metal ions [14]. Other derivatives of spiropyran and spirooxazine, 9-12, which can chelate metal ions were synthesized, and the effects of complexation on their photochromic behavior have been investigated [15-17]. 

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