Solvatochromic correlations and ground- and excited-state dipole moments of curcuminoid dyes

Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy

Volumn 60, Issue 8-9, 2004, Pages 1805-1810

  Párkányi, Cyril ^a   Stem Beren, Michelle R ^a   Martínez, Omar R ^a   Aaron, Jean Jacques ^b   Bulaceanu MacNair, Mihaela ^b   Arrieta, Antonio F ^c  

^a FLORIDA ATLANTIC UNIVERSITY   (United States)

^b CNRS   (France)

^c UNIVERSITY OF ROSTOCK   (Germany)

Author keywords

Curcumin; Dicinnamoylmethane; Dipole moments; Electronic absorption spectra; PPP calculations; Solvatochromic correlations

Indexed keywords

ABSORPTION SPECTROSCOPY; ACETIC ACID; DYES; GROUND STATE; SPECTROPHOTOMETERS; SYNTHESIS (CHEMICAL); VECTORS;

CURCUMINOID DYES; DIPOLE MOMENTS; ELECTRONIC ABSORPTION SPECTRA; SOLVATOCHROMIC CORRELATIONS;

AROMATIC HYDROCARBONS;

COLORING AGENT; CURCUMIN; SOLVENT;

ARTICLE; CHEMISTRY; ELECTROCHEMISTRY; SPECTROPHOTOMETRY;

COLORING AGENTS; CURCUMIN; ELECTROCHEMISTRY; SOLVENTS; SPECTROPHOTOMETRY;

EID: 3042833475     PISSN: 13861425     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.saa.2003.07.013     Document Type: Article

References (54)

1. Vernin G., Siv C., Bouscasse L., Metgzer J., Faure R., Vincent E.J., Párkányi C. Org. Magn. Reson. 14:1980;235.
2. Vernin G., Meyer M., Bouscasse L., Metzger J., Párkányi C. J. Mol. Struct. 68:1980;209.
3. Párkányi C., Vernin G., Julliard M., Metzger J. Helv. Chim. Acta. 64:1981;171.
4. Aaron J.J., Maafi M., Párkányi C., Boniface C. Spectrochim. Acta. 51A:1995;603.
5. C. Párkányi, C. Boniface, J.J. Aaron, F. Meuguelati, J.S. Murray, P. Politzer, K.S. RaghuVeer, in: H. Keyzer, G.M. Eckert, I.S. Forrest, R.R. Gupta, F. Gutmann, J. Molnar (Eds.), Thiazines and Structurally Related Compounds, Krieger Publishing Co., Malabar, FL, 1992, p. 103.
6. Párkányi C., Boniface C., Aaron J.J., Maafi M. Spectrochim. Acta. 49A:1993;1715.
7. Aaron J.J., Maafi M., Kersebet C., Párkányi C., Antonious M.S., Motohashi N. Spectrosc. Lett. 28:1995;1111.
8. C. Párkányi, M.S. Antonious, J.J. Aaron, M. Maafi, O. Gil, C. Kersebet, N. Motohashi, in: J. Barbe, H. Keyzer, J.S. Soyfer (Eds.), Biological and Chemical Aspects of Thiazines and Analogs, Enlight Associates, San Gabriel, CA, 1995, p. 177.
9. Aaron J.J., Gaye M.D., Párkányi C., Boniface C., Bieze T.W.N., Atik S.S., RaghuVeer K.S., von Szentpály L., Ghosh R. Pteridines. 3:1992;153.
10. Párkányi C., Antonious M.S., Aaron J.J., Buna M., Tine A., Cissé L. Spectrosc. Lett. 27:1994;439.
11. Aaron J.J., Buna M., Párkányi C., Antonious M.S., Tine A., Cissé L. J. Fluoresc. 5:1995;337.
12. C. Párkányi, A. Adenier, J.J.Aaron, in: E. Kohen, J.G. Hirschberg (Eds.), Analytical Use of Fluorescent Probes in Oncology, Plenum Press, New York, NY, 1996, p. 371.
13. Adenier A., Aaron J.J., Párkányi C., Deng G., Sallah M. Heterocycl. Commun. 5:1996;403.
14. Rao B.S., Shintre V.P. J. Soc. Chem. Ind. 47:1928;54T.
15. Lampe V. Ber. Deutsch. Chem. Ges. 51:1918;1347.
16. Sieglitz A., Horn O., Hoechst A.G. Ger. Pat. 859:1952;145.
17. Lampe V., Milobedzka J. Ber. Deutsch. Chem. Ges. 46:1913;2239.
18. Arrieta A., Mann G., Gibaja Oviedo S., Beyer L. Bol. Soc. Quím. Perú 52:1986;32.
19. A.F. Arrieta, Dissertation, Universität Leipzig, Leipzig, 1986.
20. Arrieta A., Dietze F., Mann G., Beyer L., Hartung J. J. Prakt. Chem. 330:1988;111.
21. Arrieta A., Beyer L., Kleinpeter E., Lehmann J., Dargatz M. J. Prakt. Chem. 334:1992;696.
22. Arrieta A.F. Pharmazie. 48:1993;696.
23. Arrieta A.F. C. R. Acad. Sci. Paris Ser. II. 318:1994;479.
24. Tønnesen H.H., Arrieta A.F., Lerner D. Pharmazie. 50:1995;689.
25. Arrieta A.F. Pharmazie. 51:1996;216.
26. Dahl T.A., Bilski P., Reszka K.J., Chignell C.F. Photochem. Photobiol. 59:1994;290.
27. Chignell C.F., Bilski P., Reszka K.J., Motten A.G., Sik R.H., Dahl T.A. Photochem. Photobiol. 55:1994;295.
28. Khopde S.M., Priyadarsini K.I., Palit D.K., Mukherjee T. Photochem. Photobiol. 72:2000;625.
29. Aaron J.J., Tine A., Gaye M.D., Párkányi C., Boniface C., Bieze T.W.N. Spectrochim. Acta. 47A:1991;419.
30. Bakhshiev N.G. Opt. Spektrosk. 16:1964;821.
31. Kawski A., Bilot L. Acta Phys. Polon. 26:1964;41.
32. Kawski A. Acta Phys. Polon. 29:1966;507.
33. Chamma A., Viallet P.C. C. R. Acad. Sci. Paris, Ser. C. 270:1970;1901.
34. Suppan P. Chem. Phys. Lett. 94:1983;272.
35. A. Mostad, Private communication.
36. Tønnesen H.H., Karlsen J., Mostad A. Acta Chem. Scand. B. 26:1982;475.
37. Mostad A., Pedersen U., Rasmussen P.B., Lawesson S.O. Acta Chem. Scand. B. 37:1983;901.
38. Párkányi C., Oruganti S.R., Abdelhamid A.O., von Szentpály L., Ngom B., Aaron J.J. J. Mol. Struct. Theochem. 135:1986;105.
39. Párkányi C., Boniface C., Aaron J.J., Gaye M.D., von Szentpály L., Ghosh R., RaghuVeer K.S. Struct. Chem. 3:1992;277.
40. Pariser R., Parr R.G. J. Chem. Phys. 21:1953;466.
41. Pople J.A. Trans. Faraday Soc. 49:1953;1375.
42. Nishimoto K., Mataga N. Z. Physik. Chem. Frankfurt am Main. 12:1957;335 Nishimoto K., Mataga N. Z. Physik. Chem. Frankfurt am Main. 13:1957;140.
43. Nishimoto K., Mataga N. Z. Physik. Chem. Frankfurt am Main. 12:1957;335 Nishimoto K., Mataga N. Z. Physik. Chem. Frankfurt am Main. 13:1957;140.
44. Detailed information is available upon request from the authors (C.P.).
45. V.I. Minkin, O.A. Osipov, Yu.A. Zhdanov, Dipole Moments in Organic Chemistry, Plenum Press, New York, NY, 1970. Russian original: V.I. Minkin, O.A. Osipov, Yu.A. Zhdanov, Dipol'nye Momenty, Khimiya Press, Leningrad, 1968.
46. V.I. Minkin, O.A. Osipov, Yu.A. Zhdanov, Dipole Moments in Organic Chemistry, Plenum Press, New York, NY, 1970. Russian original: V.I. Minkin, O.A. Osipov, Yu.A. Zhdanov, Dipol'nye Momenty, Khimiya Press, Leningrad, 1968.
47. O. Exner, Dipole Moments in Organic Chemistry, G. Thieme Verlag, Stuttgart, 1975.
48. L.N. Ferguson, Organic Molecular Structure, Willard Grant Press, Boston, MA, 1975.
49. Head J.D., Zerner M.C. Chem. Phys. Lett. 122:1985;264.
50. Head J.D., Zerner M.C. Chem. Phys. Lett. 131:1986;359.
51. C.C. Caldwell, R.J.W. Le Fèvre, J. Chem. Soc. (1939) 1614.
52. Hassel O. Z. Physik. Chem. B6:1929;152.
53. Balasubramanian K. Int. J. Q. Chem. 37:1990;449.
54. Balasubramanian K. Indian J. Chem. Sect. A. 30A:1991;61.