Synthesis and Spectral Properties of Ethyl 1-Methyl-9H-carbazole-2-carboxylate
A novel π-conjugate A-π-D structure compound,i.e.,Ethyl 1-methyl-9H-carbazole-2-carboxylate(EMCC),was synthe-sized by[4+2]annulation reaction of indole with ethyl 2-acetyl-4,4-diethoxybutanoate.The structure of EMCC was characterized by the NMR,IR and MS.The photophysical properties of the fluorophore EMCC was investigated in CH3CN,C2H5OH,CHCl3,THF,DMF,CH3OH,CH2Cl2 by the UV-Vis absorption,emission and Stokes shift.The variation of Stoke's shift with F1(ε,n)was described by using the Lippert equation for EMCC.The results showed that the effects of solvent polarity on absorption and fluores-cence spectra were evident.With the increase of solvent polarity,the maximum emission peak of fluorescence shifted to the direction of long wavelength,from 379 nm to 412 nm.DFT calculations were used for the analysis of the frontier molecular orbital of EMCC.The results could facilitate the development of fluorescence materials on carbazole derivatives.
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