PANCHENKO, Pavel A.; FEDOROV, Yuri V.; FEDOROVA, Olga A.; PEREVALOV, Valeri P.; JONUSAUSKAS, Gediminas

doi:10.1007/s11172-009-0160-x

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PANCHENKO, Pavel A.
A. N. Nesmeyanov Institute of Organoelement Compounds [INEOS]

FEDOROV, Yuri V.
A. N. Nesmeyanov Institute of Organoelement Compounds [INEOS]

FEDOROVA, Olga A.
A. N. Nesmeyanov Institute of Organoelement Compounds [INEOS]

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Russian Chemical Bulletin. 2009-06, vol. 58, n° 6, p. 1199–1206

Springer Verlag

Résumé en anglais

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.< Réduire

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naphthalimide

15-crown-5

fluorescence

hydrogen bond

UV-Vis absorption spectra

fluorescent sensors

4-nitronaphthalic anhydride

photoinduced charge transfer

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Synthesis and spectral properties of 4-amino- and 4-acetylamino-N-arylnaphthalimides containing electron-donating groups in the N-aryl substituent

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