Dual emission of temperature-induced betacarboline self-associated hydrogen bond aggregates

Hidalgo, Jose; Sanchez-Coronilla, Antonio; Balon, Manuel; Munoz, Maria Asuncion; Carmona, Carmen

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자료유형: 학술저널

저자정보: Hidalgo, Jose (Departamento de Quimica Fisica, Facultad de Farmacia, Universidad de Sevilla) Sanchez-Coronilla, Antonio (Departamento de Quimica Fisica, Facultad de Farmacia, Universidad de Sevilla) Balon, Manuel (Departamento de Quimica Fisica, Facultad de Farmacia, Universidad de Sevilla) Munoz, Maria Asuncion (Departamento de Quimica Fisica, Facultad de Farmacia, Universidad de Sevilla) Carmona, Carmen (Departamento de Quimica Fisica, Facultad de Farmacia, Universidad de Sevilla)

저널정보: 한국광과학회 Photochemical & photobiological sciences : an international journal Photochemical & photobiological sciences : an international journal 제8권 제3호

발행연도: 2009.1

수록면: 414 - 420 (7page)

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A systematic study of the influence of the gradual temperature decrease on the UV-vis absorption and fluorescence emission spectra of betacarboline, 9H-pyrido[3,4-b]indole, BC, and other model systems, such as BC plus $N_9$-methyl-9H-pyrido[3,4-b]indole, MBC, and BC plus pyridine, PY, has been carried out in 2-methylbutane, 2MB. These studies have allowed the conclusion that the temperature decrease favours the formation of hydrogen-bonded self-associated BC aggregates. The initial red shifts of the absorption and emission bands and the fluorescence quenching have been ascribed to the formation of hydrogen bond BC dimers with a proton transfer structure, PTC. In these adducts, the fluorescence is quenched by an electron-driven proton transfer process. However, because the quenching rate constant decreases upon decreasing the temperature, the emission intensity later increases without modification of the wavelength maxima. At the lowest temperatures, these dimeric PTC complexes further aggregate. We propose that they form ground state cyclic tetrameric adducts in which both nitrogen atoms of each BC unit are hydrogen bonded. The tautomeric forms of these tetrameric complexes, generated by a quadruple proton transfer, emit dual fluorescence, from its locally excited state, LE, and its intramolecular charge transfer state, ICT.

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