Artículo
Simoncelli, S.; Hoijemberg, P.A.; Japas, M.L.; Aramendía, P.F. "Proton transfer from 2-naphthol to aliphatic amines in supercritical CO 2" (2011) Journal of Physical Chemistry A. 115(50):14243-14248
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Abstract:
The proton transfer from 2-naphthol to aliphatic amines was studied in supercritical CO 2 (scCO 2) and in cyclohexane as reference solvent, by absorption and fluorescence spectroscopy and by time-resolved emission. Irradiation of 2-naphthol in scCO 2 in the presence of ethyldiisopropylamine shows dynamic fluorescence quenching of the acidic form of 2-naphthol and emission from the basic form. Fluorescence excitation spectra show that the emission of the basic form is originated upon excitation of the acidic form. The interaction between 2-naphthol and the amines is described by the formation of a complex with proton donor - acceptor character in the ground and excited states of 2-naphthol. The acidity increase of 2-naphthol upon electronic excitation to the first excited singlet in scCO 2 is as high as in water. Proton transfer quantum yields of 0.6 can be easily achieved in scCO 2. The results have implications for carrying out acid - base catalyzed reactions in scCO 2. (Figure presented) © 2011 American Chemical Society.
Registro:
| Documento: | Artículo |
| Título: | Proton transfer from 2-naphthol to aliphatic amines in supercritical CO 2 |
| Autor: | Simoncelli, S.; Hoijemberg, P.A.; Japas, M.L.; Aramendía, P.F. |
| Filiación: | INQUIMAE, Departamento de Química Inorgánica, Analítica y Química Física, Universidad de Buenos Aires, Pabellón 2, Ciudad Universitaria, 1428 Buenos Aires, Argentina Gerencia Química, CNEA, Universidad Nacional de General, San Martín, Argentina Department of Chemistry and Chemical Biology, Rutgers State University of New Jersey, New Brunswick, NJ 08903, United States |
| Palabras clave: | 2-naphthols; Absorption and fluorescence spectroscopy; Aliphatic amines; Base-catalyzed reaction; Electronic excitation; Fluorescence excitation spectra; Fluorescence quenching; Proton donors; Supercritical CO; Time-resolved emissions; Amines; Carbon dioxide; Excited states; Fluorescence; Fluorescence spectroscopy; Proton transfer; Quantum yield; Phenols; 2 naphthol; 2-naphthol; acid; alkane; amine; carbon dioxide; cyclohexane; cyclohexane derivative; naphthol derivative; proton; solvent; water; article; catalysis; chemical structure; chemistry; cold; fluorescence; hydrogen bond; kinetics; pH; physical chemistry; pressure; spectrofluorometry; Acids; Alkanes; Amines; Carbon Dioxide; Catalysis; Chemistry, Physical; Cold Temperature; Cyclohexanes; Fluorescence; Hydrogen Bonding; Hydrogen-Ion Concentration; Kinetics; Molecular Structure; Naphthols; Pressure; Protons; Solvents; Spectrometry, Fluorescence; Water |
| Año: | 2011 |
| Volumen: | 115 |
| Número: | 50 |
| Página de inicio: | 14243 |
| Página de fin: | 14248 |
| DOI: | http://dx.doi.org/10.1021/jp206554f |
| Título revista: | Journal of Physical Chemistry A |
| Título revista abreviado: | J Phys Chem A |
| ISSN: | 10895639 |
| CODEN: | JPCAF |
| CAS: | 2 naphthol, 135-19-3; carbon dioxide, 124-38-9, 58561-67-4; cyclohexane, 110-82-7; proton, 12408-02-5, 12586-59-3; water, 7732-18-5; 2-naphthol, 135-19-3; Acids; Alkanes; Amines; Carbon Dioxide, 124-38-9; Cyclohexane; Cyclohexanes; Naphthols; Protons; Solvents; Water, 7732-18-5 |
| Registro: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_10895639_v115_n50_p14243_Simoncelli |
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Citas:
---------- APA ----------
Simoncelli, S., Hoijemberg, P.A., Japas, M.L. & Aramendía, P.F. (2011) . Proton transfer from 2-naphthol to aliphatic amines in supercritical CO 2. Journal of Physical Chemistry A, 115(50), 14243-14248.http://dx.doi.org/10.1021/jp206554f
---------- CHICAGO ----------
Simoncelli, S., Hoijemberg, P.A., Japas, M.L., Aramendía, P.F. "Proton transfer from 2-naphthol to aliphatic amines in supercritical CO 2" . Journal of Physical Chemistry A 115, no. 50 (2011) : 14243-14248.http://dx.doi.org/10.1021/jp206554f
---------- MLA ----------
Simoncelli, S., Hoijemberg, P.A., Japas, M.L., Aramendía, P.F. "Proton transfer from 2-naphthol to aliphatic amines in supercritical CO 2" . Journal of Physical Chemistry A, vol. 115, no. 50, 2011, pp. 14243-14248.http://dx.doi.org/10.1021/jp206554f
---------- VANCOUVER ----------
Simoncelli, S., Hoijemberg, P.A., Japas, M.L., Aramendía, P.F. Proton transfer from 2-naphthol to aliphatic amines in supercritical CO 2. J Phys Chem A. 2011;115(50):14243-14248.http://dx.doi.org/10.1021/jp206554f
