2,4,5,7-Tetranitrofluorescein in solutions: Novel type of tautomerism in hydroxyxanthene series as detected by various spectral methods

Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy

Volumn 61, Issue 11-12, 2005, Pages 2747-2760

  McHedlov Petrossyan, Nikolay O ^a   Vodolazkaya, Natalya A ^a   Surov, Yuriy N ^a   Samoylov, Denis V ^a,b  

^a V N KARAZIN KHARKIV NATIONAL UNIVERSITY   (Ukraine)

^b PETER THE GREAT ST PETERSBURG POLYTECHNIC UNIVERSITY   (Russian Federation)

Author keywords

2,4,5,7 Tetranitrofluorescein; Fluorescence; Lactonic anions; Micellar media; Organic solvents; Protolytic equilibria; Vis and IR spectroscopy

Indexed keywords

ABSORPTION SPECTROSCOPY; ACETONE; EMISSION SPECTROSCOPY; FLUORESCENCE; INFRARED SPECTROSCOPY; ORGANIC SOLVENTS; SPECTROSCOPY; SURFACE ACTIVE AGENTS;

2,4,5,7-TETRANITROFLUORESCEIN (TNF); LACTONIC ANIONS; MICELLAR MEDIA; PROTOLYTIC EQULIBIA; TAUTOMERISM;

ORGANIC COMPOUNDS;

2,4,5,7 TETRANITROFLUORESCEIN; 2,4,5,7-TETRANITROFLUORESCEIN; ACETONE; DIMETHYL SULFOXIDE; FLUORESCEIN; FLUORESCEIN DERIVATIVE; ION; NITRO DERIVATIVE; XANTHENE DERIVATIVE;

ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; ISOMERISM; MICELLE; PH; SOLUTION AND SOLUBILITY; SPECTROSCOPY; THERMODYNAMICS;

ACETONE; DIMETHYL SULFOXIDE; FLUORESCEIN; FLUORESCEINS; HYDROGEN-ION CONCENTRATION; IONS; ISOMERISM; MICELLES; MOLECULAR STRUCTURE; NITRO COMPOUNDS; SOLUTIONS; SPECTRUM ANALYSIS; THERMODYNAMICS; XANTHENES;

EID: 22844451625     PISSN: 13861425     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.saa.2004.09.030     Document Type: Article

References (70)

1. N. Klonis, and W.H. Sawyer Photochem. Photobiol. 72 2000 179
2. L. Wang, A. Roitberg, C. Meuse, and A.K. Gaigalas Spectrochim. Acta. Part A 57 2001 1781
3. S.A. Smith, and W.A. Pretorius Water SA 28 2002 395
4. J.M. Alvarez-Rez, L. Ballesteros, E. Talavera, and J. Yguerabide J. Phys. Chem. A 105 2001 6320
5. Y.H. Jang, S. Hwang, and D.S. Chung Chem. Lett. 2001 1316
6. M. Kubista, I.H. Ismail, A. Forootan, and B. Sjoegreen J. Fluoresc. 14 2004 139
7. D.Q. Yuan, K. Koga, Y. Kourogi, and K. Fujita Tetrahedron Lett. 42 2001 6727
8. J.J. Li, X. Fang, and W. Tan Biochem. Biophys. Res. Commun. 292 2002 31
9. J. Yakovleva, R. Davidsson, A. Lobanova, M. Bentsson, S. Eremin, T. Laurell, and J. Emneus Anal. Chem. 74 2002 2994
10. K. Kubica, M. Langner, and M. Gabrielska J. Cell. A Mol. Biol. Lett. 8 2003 943
11. X. Li, H. Ma, S. Dong, X. Duan, and S. Liang Talanta 62 2004 367
12. A.G. Bayer Annalen 183 1876 33
13. J.T. Hewitt, and B.W. Perkins J. Chem. Soc. 77 1900 1331
14. J.T. Hewitt, and A.W.G. Woodforde J. Chem. Soc. 81 1902 893
15. E. Gandin, V. Piette, and Y. Lion J. Chromatogr. 249 1982 393
16. E. Gandin, Y. Lion, and A. Van der Vorst Photochem. Photobiol. 37 1983 271
17. A.A. Tamburella-Luca, P.H. Hébert, R. Antoine, P.F. Brevet, and H.H. Girault Langmuir 13 1997 4428
18. N.O. Mchedlov-Petrossyan, and L.V. Vasetskaya Zh. Obshch. Khim. (Russ. J. Gen. Chem.) 59 1989 691
19. B.Y. Zaslavsky, L.M. Miheeva, N.D. Gulaeva, A.A. Borovskaya, M.I. Rubtsov, L.L. Lukatskaya, and N.O. Mchedlov-Petrossyan J. Chem. Soc., Faraday Trans. 87 1991 931
20. N.O. Mchedlov-Petrossyan, and R. Salinas Mayorga J. Chem. Soc., Faraday Trans. 88 1992 3025
21. N.O. Mchedlov-Petrossyan, and V.N. Kleshchevnikova J. Chem. Soc., Faraday Trans. 90 1994 629
22. N.O. Mchedlov-Petrossyan, O.N. Tychina, T.A. Berezhnaya, V.I. Alekseeva, and L.P. Savvina Dyes Pigment 43 1999 33
23. D.V. Samoylov, N.O. Mchedlov-Petrossyan, V.P. Martynova, and A.V. Eltsov Zh. Obshch. Khim. (Russ. J. Gen. Chem.) 70 2000 1343
24. A.V. Eltsov, D.V. Samoylov, N.O. Mchedlov-Petrossyan, Kharkov University Bull. No. 477 (2000) 75
25. [Chem. Abstr. 136 (2001) 119851].
26. N.O. Mchedlov-Petrossyan Zh. Obshch. Khim. (Russ. J. Gen. Chem.) 73 2003 288
27. N.O. Mchedlov-Petrossyan, V.I. Kukhtik, and V.D. Bezugliy J. Phys. Org. Chem. 16 2003 and references cited therein
28. P.G. Seybold, M. Gouterman, and J. Callis Photochem. Photobiol. 9 1969 229
29. A. Thiel, and R. Diehl Marburger. Sitzungsber. 62 1927 471
30. N.O. Mchedlov-Petrossyan, A.V. Romanenko, and L.E. Nikishina Zh. Anal. Khim. (Russ. J. Anal. Chem.) 39 1984 1395
31. N.O. Mchedlov-Petrossyan Zh. Anal. Khim. (Russ. J. Anal. Chem.) 41 1986 1771
32. F. Amat-Guerri, M.M.C. Lopez-Gonzalez, R. Sastre, and R. Martinez-Utrilla Dyes Pigment 13 1990 219
33. M. Davies, and R.L. Jones J. Chem. Soc. 1954 120
34. Y.E. Sklyar, and G.I. Mikhailov Zh. Org. Khim. (Russ. J. Org. Chem.) 2 1966 899
35. I.M. Issa, R.M. Issa, Y.M. Temerk, and M.M. Ghoneim Egypt. J. Chem. 17 1974 391
36. R.S. Osborn, and D. Rogers Acta Cryst. 31 1975 359
37. D. Fompeydie, and P. Levillain Bull. Soc. Chim. France 11/12 1980 459
38. R. Markuszewski, and H. Diehl Talanta 27 1980 937
39. J. Lengyel, V. Sara, J. Krtil, J. Moravec, and J. Vecernik Radiochem. Radioanal. Lett. 56 1982 81
40. I.N. Polyakova, Z.A. Starikova, B.V. Parusnikov, I.A. Krasavin, G.M. Dobryakova, and B.V. Zhadanov Zh. Strukt. Khim. (Russ. J. Struct. Chem.) 25 1984 98
41. N.O. Mchedlov-Petrossyan, R. Salinas Mayorga, and Y.N. Surov Zhurn. Obsh. Khim. (Russ. J. Gen. Chem.) 61 1991 225
42. N.O. Mchedlov-Petrossyan, Y.N. Surov, S.I. Egorova, R. Salinas Mayorga, and E. Arias Cordova Dokl. AN SSSR (Proc. Acad. Sci. USSR) 317 1991 152
43. N.O. Mchedlov-Petrossyan, N.A. Vodolazkaya, and A.O. Doroshenko J. Fluoresc. 13 2003 235
44. D.V. Samoylov, V.P. Martynova, and A.V. Eltsov Zhurn. Obsh. Khim. (Russ. J. Gen. Chem.) 69 1999 1509
45. N.I. Rtishchev, D.V. Samoylov, V.P. Martynova, and A.V. Eltsov Zhurn. Obsh. Khim. (Russ. J. Gen. Chem.) 71 2001 1549
46. R. Bates, Determination of pH (Russian translation), Khimiya, Leningrad, 1972.
47. N.O. Mchedlov-Petrossyan, and I.N. Lyubchenko Zh. Obshch. Khim. (Russ. J. Gen. Chem.) 57 1987 1371
48. N.O. Mchedlov-Petrossyan Kharkov Univ. Bull. Chem. 289 1986 69
49. B.J. Thamer, and A.F. Voigt J. Phys. Chem. 56 1952 225
50. Y.Y. Fialkov, The Solvent as a Tool for Governing Chemical Process, Khimiya, Leningrad, 1990 (in Russian).
51. I.M. Kolthoff, M.K. Chantooni, and S. Bhowmik J. Am. Chem. Soc. 90 1968 23
52. F.G. Bordwell Acc. Chem. Res. 21 1988 456
53. N.O. Mchedlov-Petrossyan, L.A. Fedorov, S.A. Sokolovskiy, Y.N. Surov, and R. Salinas Mayorga Izv. AN. (Russ. Chem. Bull.) Ser. Chem. 3 1992 512
54. H.H. Freedman Arylcarbonium ions G.N. Olah P.R. Schleyer Carbonium Ions 4 1973 Interscience New York 1501 1578 Chapter 28
55. L. Bellamy, Infrared Spectra of Complicated Molecules (Russian translation), Izd. Inostr. Lit., Moscow, 1963.
56. N.O. Mchedlov-Petrossyan, and L.P. Loginova Zh. Neorg. Khim. (Russ. J. Inorg. Chem.) 34 1989 1776
57. T.A. Shakhverdov, Z.N. Turayeva, N. Nizamov, and V.L. Ermolayev Opt. Spectrosc. 87 1999 253
58. T.A. Shakhverdov Opt. Spectrosc. 95 2003 614
59. M. Hojo, H. Hasegawa, H. Tsurui, K. Kawamura, S. Minami, and A. Mizobe Bull. Chem. Soc. Jpn. 71 1998 1619
60. M. Hojo, T. Ueda, M. Yamasaki, A. Inoue, S. Tokita, and M. Yanagita Bull. Chem. Soc. Jpn. 75 2002 1569
61. N.O. Mchedlov-Petrossyan, I.N. Palval, E.M. Nikiforova, A.V. Lebed, Kharkov University Bulletin No. 549, Chemical Series, 2002, p. 98.
62. A.N. Vereshchagin Inductive Effect 1987 Nauka Moscow
63. R.A. Robinson, R.H. Stokes, Electrolyte Solutions (Russian translation), Izd. Inostr. Lit., Moscow, 1963.
64. I.M. Kolthoff, M.K. Chantooni, and S. Bhowmik J. Am. Chem. Soc. 88 1966 5430
65. N.A. Izmailov Selected Works 1967 Naukova Dumka Kiev
66. E. Grunwald, and E. Price J. Am. Chem. Soc. 86 1964 4517
67. L.P. Loginova, L.V. Samokhina, N.O. Mchedlov-Petrossyan, V.I. Alekseeva, L.P. Savvina, Colloids Surf. A: Physicochem. Eng. Aspect, 193 (2001) 207.
68. N.O. Mchedlov-Petrossyan, N.A. Vodolazkaya, A.V. Timiy, E.M. Gluzman, V.I. Alekseeva, and L.P. Savvina Chem. Abstr. 139 2003 351952 (http://preprint.chemweb.com/physchem/0307002 )
69. M.J. Minch, M. Giaccio, and R. Wolff J. Am. Chem. Soc. 97 1975 3766
70. C. Reichardt Solvents and Solvent Effects in Organic Chemistry third ed. 2003 Wiley/VCH Weinheim and references cited therein