Excited-State Intramolecular Proton Transfer in 2-(2'-Hydroxyphenyl)pyrimidines: Synthesis, Optical Properties, and Theoretical Studies.

ABSTRACT: The development of fluorescence materials with switched on/off emission has attracted great attention owing to the potential application of these materials in chemical sensing. In this work, the photophysical properties of a series of original 2-(2'-hydroxyphenyl)pyrimidines were thoroughly studied. The compounds were prepared by following well-established and straightforward methodologies and showed very little or null photoluminescence both in solution and in the solid state. This absence of emission can be explained by a fast proton transfer from the OH group to the nitrogen atoms of the pyrimidine ring to yield an excited tautomer that deactivates through a nonradiative pathway. The key role of the OH group in the emission quenching was demonstrated by the preparation of

SUBMITTER: Plaza-Pedroche R 

PROVIDER: S-EPMC9164210 | biostudies-literature | 2022 Jun

REPOSITORIES: biostudies-literature