Synthesis of Fluorescent Dansyl Derivatives of Methoxyamine and Diphenylhydrazine as Free Radical Precursors.
Int J Mol Sci
; 21(10)2020 May 18.
Article
em En
| MEDLINE
| ID: mdl-32443620
ABSTRACT
Starting from dansyl-chloride, in reaction with 1,1-diphenylhydrazine and methoxyamine, two new fluorescent derivatives 1 and 2 were obtained and characterized by NMR, IR, UV-Vis, HR-MS, and fluorescence spectroscopy. The single-crystal X-ray structure was obtained for compound 2. Both compounds generate free radicals by oxidation, as demonstrated by ESR spectroscopy. Compound 1 generates the corresponding hydrazyl-persistent free radical, evidenced directly by ESR spectroscopy, while compound 2 generates in the first instance the methoxyaminyl short-lived free radical, which decomposes rapidly with the formation of the methoxy radical, evidenced by the ESR spin-trapping technique. By oxidation of compounds 1 and 2, their fluorescence is quenched.
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Texto completo:
1
Base de dados:
MEDLINE
Assunto principal:
Fenil-Hidrazinas
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Compostos de Dansil
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Radicais Livres
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Hidroxilaminas
Idioma:
En
Ano de publicação:
2020
Tipo de documento:
Article