Cation-induced ring-opening and oxidation reaction of photoreluctant spirooxazine-quinolizinium conjugates.

ABSTRACT: Two new spiroindolinonaphthoxazine derivatives with an electron-accepting styrylquinolizinium or styrylcoralyne unit, respectively, were synthesized, and the influence of such an arylvinyl substituent on the chemical and photochemical properties of the compounds was investigated. Specifically, these spirooxazines turned out to be resistant towards the photoinduced merocyanine formation, and the irradiation with light mainly led to photodegradation of the substrates. However, it was shown by colorimetric and fluorimetric screening assays as well as by detailed NMR spectroscopic and mass spectrometric studies that the addition of particular metal ions (Cu²⁺, Fe³⁺, and to a certain extent Hg²⁺) initially induced a ring-opening reaction that was irreversibly fo

SUBMITTER: Pithan PM 

PROVIDER: S-EPMC7214873 | biostudies-literature | 2020

REPOSITORIES: biostudies-literature