Benzothiazoline moiety

The configuration is that of an asymmetrical dimer of 2-methylene-V-methylbenzothiazoline with the sulphur atoms in trans positions. The stability of the benzothiazoline moiety of the molecule is impaired by the presence of the methyl group in position 2. The abnormally long S-1—C-2 bond (1.86 A) explains the ready hydrolytic cleaving of the thiazoline ring. The planes of the benzothiazole and benzothiazoline rings subtend an angle of 91°. ... 

Compounds containing a benzodioxole moiety are oxidized by CYPs to generate a carbene that forms a tightly bound complex with the heme iron, easily measurable by UV-Vis spectroscopy. There are numerous examples in the literature paroxetine, MDP alkylamines, MDP benzothiazines, MDP benzothiazolines and MDP piperazines (see Scheme 11.2) [54—60],... 

Benzothiazolinospiropyrans 77 have been extensively studied by Gugliel-metti s group.31 Studies were carried out on aerated toluene solutions, and photodegradation was quantified in terms of V /2- The effect of substituents on both the benzothiazoline and chromene moieties was assessed. Photocolorability (Eapp) of this class of photochromes is, in general, lower than that of indolino-spiropyrans (Table 8). 

In view of the difficulties encountered in direct interpretation of the vibrational spectra of spiropyrans, Davin-Pretelli et al.w proposed a more rational approach. They investigated first the IR and Raman spectra of the two constituent moieties of the photochrome under study. Thus, from a preliminary IR and Raman study of benzothiazolines and 2/f-chromenes, which served as models, they were able to give a satisfactory assignment of the spectra of a series of benzothiazolinic spiropyrans.9 Moreover, on the basis of the vibrational data for 2//-chromenes, the set of bands at ca. 1250 cm-1 was unambiguously assigned to vibrations involving... 

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