Intra- and intermolecular proton transfer in methyl-2-hydroxynicotinate

A new metal ion-responsive azo-based fluorescent probes have been synthesized and characterized by NMR spectral techniques. Steady-state fluorometric study has been used to analyze the spectroscopic and photophysical characteristics of dye derivatives in various solvents. The fluorescence properties of these dyes are strongly solvent dependent, the wavelength of maximum fluorescence emission shifts to the red. The Kamlet-Taft and Catalan's solvent scales were found to be the most suitable for describing the solvatochromic shifts of the absorption and fluorescence emission. The hydroxy substituted azo dye formed complexes with several metal ions (Co(2+), Hg(2+), Ni(2+) and Cu(2+)) and fluorescence quenching with metal ions reveal that it can be used as a new fluorescence sensor to detect the Cu(2+) ion.

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Photophysical Properties of Novel Picrate Derivatives – Solvent Effect

Jayabharathi

Thanikachalam

Padmavathy

et al. 2011

J Fluoresc

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H and (13)C NMR spectra were recorded for some novel picrate derivatives derived from 3,3-dimethyl-2,6-diarylpiperidin-4-ones and 3-benzyl-2,6-diarylpiperidin-4-one. The photophysical properties of the picrate derivatives were studied in several solvents, which include a wide range of apolar, polar and protic media. The observed lower fluorescence quantum yield may be due to an increase in the non-radiative deactivation rate constant. This is attributed due to the presence of increased electrostatic interaction between N-protonated piperidone ring and picryl anion ring so that the picryl anion ring lies perpendicular to the plane of the N-protonated piperidone ring i.e., non co-planarity. Such a geometrical change in the excited state leads to an important Stokes shift, reducing the reabsorption and reemission effects in the detected emission in highly concentrated solutions. The higher fluorescence quantum yield of the picrate derivatives are observed in polar media.

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Intra- and intermolecular proton transfer in methyl-2-hydroxynicotinate

Cited by 18 publications

References 50 publications

Synthesis and Photophysics of Some Novel Imidazole Derivatives Used as Sensitive Fluorescent Chemisensors

Synthesis and Photophysics of Some Novel Imidazole Derivatives Used as Sensitive Fluorescent Chemisensors

Solvatochromic Studies of Fluorescent Azo Dyes: Kamlet-Taft (π*, α and β) and Catalan (Spp, SA and SB) Solvent Scales Approach

Photophysical Properties of Novel Picrate Derivatives – Solvent Effect

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