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A Family of Ethyl N-Salicylideneglycinate Dyes Stabilized by Intramolecular Hydrogen Bonding: Photophysical Properties and Computational Study.

ABSTRACT: In this work we report solvatochromic and luminescent properties of ethyl N-salicylideneglycinate (1), ethyl N-(5-methoxysalicylidene)glycinate (2), ethyl N-(5-bromosalicylidene)glycinate (3), and ethyl N-(5-nitrosalicylidene)glycinate (4) dyes. 1-4 correspond to a class of N-salicylidene aniline derivatives, whose photophysical properties are dictated by the intramolecular proton transfer between the OH-function and the imine N-atom, affording tautomerization between the enol-imine and keto-enamine forms. Photophysical properties of 1-4 were studied in different pure non-polar and (a)protic polar solvents as well as upon gradual addition of NEt₃, NaOH, and CH₃SO₃H. The DFT calculations were performed to verify the structures of 1-4 as well as their electronic and optical properties.

SUBMITTER: Alkhimova LE

PROVIDER: S-EPMC8197002 | biostudies-literature |

REPOSITORIES: biostudies-literature

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