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

Autor:	Larisa E. Alkhimova, Maria G. Babashkina, Damir A. Safin
Jazyk:	angličtina
Rok vydání:	2021
Předmět:	Schiff base N-salicylidene aniline derivative photophysical properties solvatochromism Hirshfeld surface analysis DFT Organic chemistry QD241-441
Zdroj:	Molecules, Vol 26, Iss 11, p 3112 (2021)
Druh dokumentu:	article
ISSN:	26113112 1420-3049
DOI:	10.3390/molecules26113112
Popis:	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.
Databáze:	Directory of Open Access Journals
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