Synthesis, proton NMR and electronic absorption spectra, and halochromic properties of bis(1,2-dimethyl-3-indolizinyl)hetarylmethane dyes was written by Naef, R.. And the article was included in Dyes and Pigments in 1983.COA of Formula: C9H8N2O This article mentions the following:
A series of bis(1,2-dimethyl-3-indolizinyl)hetarylmethane dyes (I) was synthesized, where the hetaryl substituents (R) are 2-benzoxazolyl, 2-benzothiazolyl, 1-methyl-2-benzimidazolyl, 4- and 2-pyridyl, and 4-quinolyl. The interpretations of the 1H-NMR spectra supported the postulated structure of these dyes. The dependence of the electronic absorption spectra on the variation of the hetaryl substituents as well as on the pH* conditions of the water-MeOH solvent mixture (halochromism) is discussed on the basis of PPP-CI and HMO calculations As with trihetarylmethane dyes described earlier (Naef, R., 1981), a second-order perturbational effect could be shown to make the main contribution to the bathochromic shift on substituting the chromophoric di-indolizinyl-monomethinecyanine fragment at the central C atom. This effect was superimposed on the general first-order perturbational shift induced by the increased out-of-plane rotation of the chromophore on substitution with the bulky hetarenes. Lower dissociation constants K* and K*R+ in comparison with the di-indolylhetarylmethane series confirmed the calculated better delocalization of the pos. charge on the central C in the present system. In the experiment, the researchers used many compounds, for example, 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde (cas: 3012-80-4COA of Formula: C9H8N2O).
1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde (cas: 3012-80-4) belongs to imidazole derivatives. Many natural products, especially alkaloids, contain the imidazole ring. These imidazoles share the 1,3-C3N2 ring but feature varied substituents. Imidazole derivatives have antibacterial, antifungal and anticancer functionality. It interacts with DNA and also binds to protein and stops cell division.COA of Formula: C9H8N2O
Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem