Synthesis and spectral properties of 4-amino- and 4-acetylamino-N-arylnaphthalimides containing electron-donating groups in the N-aryl substituent
Language
en
Article de revue
This item was published in
Russian Chemical Bulletin. 2009-06, vol. 58, n° 6, p. 1199–1206
Springer Verlag
English Abstract
A method for the synthesis of N-aryl-substituted 4 amino- and 4-acetylaminonaphthalimide derivatives with mono- and dialkoxy groups or a 15-crow-5 moiety in the N-aryl substituent is described. The introduction of ...Read more >
A method for the synthesis of N-aryl-substituted 4 amino- and 4-acetylaminonaphthalimide derivatives with mono- and dialkoxy groups or a 15-crow-5 moiety in the N-aryl substituent is described. The introduction of electron-donating alkoxy groups into the benzene ring of the N-aryl fragment results in fluorescence quenching of the naphthalimide chromophore, which is most pronounced in the spectra of N-acetyl derivatives. The photophysical properties of the synthesized 4-amino- and 4-acetylaminonaphthalimides depend on the solvent polarity and its specific solvating ability due to H-bonding. The crown containing compounds are promising fluorescent chemosensors for metal cations.Read less <
English Keywords
naphthalimide
15-crown-5
fluorescence
hydrogen bond
UV-Vis absorption spectra
fluorescent sensors
4-nitronaphthalic anhydride
photoinduced charge transfer
Origin
Hal imported