Theoretical and experimental investigation on the spectroscopic properties of indigo dye

Journal of Molecular Structure

Volumn 993, Issue 1-3, 2011, Pages 43-51

  Amat, Anna ^a   Rosi, Francesca ^a   Miliani, Costanza ^a   Sgamellotti, Antonio ^a   Fantacci, Simona ^a,b  

^a UNIVERSITY OF PERUGIA   (Italy)

^b ISTITUTO ITALIANO DI TECNOLOGIA   (Italy)

Author keywords

DFT; Hydrogen bond; Indigo; IR; Raman; TD DFT

Indexed keywords

DFT; INDIGO; IR; RAMAN; TD-DFT;

ABSORPTION; DIMERS; FUNCTIONAL GROUPS; HYDROGEN; HYDROGEN BONDS; LIGHT ABSORPTION; RAMAN SPECTROSCOPY;

OPTICAL PROPERTIES;

EID: 79955480433     PISSN: 00222860     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.molstruc.2010.11.046     Document Type: Conference Paper

References (55)

1. J.H. de Graaff The Colourful Past 2004 Archetype Publications
2. K. Hunger Industrial Dyes 2003 Wiley-Vch
3. E.W. Fitzhugh Artists' Pigments vol. 3 1997 Oxford University Press
4. C.J. Cooksey Biotech. Histochem. 82 2007 105 125
5. E. Fois, A. Gamba, and A. Tilocca Micropor. Mesopor. Mater. 57 2003 263 272
6. M.E. Fuentes, B. Pena, C. Contreras, A.L. Montero, R. Chianelli, M. Alvarado, R. Olivas, L.M. Rodriguez, H. Camacho, and L.A. Montero-Cabrera Int. J. Quant. Chem. 108 2008 1664 1673
7. A. Tilocca, and E. Fois J. Phys. Chem. C 113 2009 8683 8687
8. L. Serrano-Andrés, and B. Roos Chem-Eur. J. 3 1997 717 725
9. M. Klessinger, and W. Lüttke Tetrahedron 19 1963 315 335
10. D. Guillaumont, and S. Nakamura Dyes Pigments 46 2000 85 92
11. A. Matsuura, H. Sato, W. Sotoyama, A. Takahashi, and M. Sakurai J. Mol. Struc. (Theochem) 860 2008 119 127
12. D. Jacquemin, J. Preat, V. Wathelet, and E. Perpte J. Chem. Phys. 124 2006 074104
13. D. Jacquemin, J. Preat, V. Wathelet, M. Fontaine, and E.A. Perpte J. Am. Chem. Soc. 128 2006 2072 2083
14. E. Perpte, J. Preat, J. André, and D. Jacquemin J. Phys. Chem. A 110 2006 5629 5635
15. C. Miliani, A. Romani, and G. Favaro Spectrochim. Acta A 54 1998 581 588
16. R.J.H. Clark, and C.J. Cooksey New J. Chem. 23 1999 323 328
17. C.J. Cooksey Dyes Hist. Archaeol. 16 1998 97 104
18. S. Fantacci, A. Amat, and A. Sgamellotti Acc. Chem. Res. 43 2010 802 813
19. E. Tatsch, and B. Schrader J. Raman Spectrosc. 26 1995 467 473
20. M. Sánchez del Río, M. Picquart, E. Haro-Poniatowski, E.V. Elslande, and V.H. Uc J. Raman Spectrosc. 37 2006 1046 1053
21. J. Tomkinson, M. Bacci, M. Picollo, and D. Colognesi Vib. Spectrosc. 50 2009 268 276
22. A. Baran, A. Fielder, H. Schulz, and M. Baranska Anal. Methods 2 2010 1372 1376
23. M.J. Frisch, G.W. Trucks, H.B. Schlegel, G.E. Scuseria, M.A. Robb, J.R. Cheeseman, J. Montgomery, T. Vreven, K.N. Kudin, J.C. Burant, J.M. Millam, S.S. Iyengar, J. Tomasi, V. Barone, B. Mennucci, M. Cossi, G. Scalmani, N. Rega, G.A. Petersson, H. Nakatsuji, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, M. Klene, X. Li, J.E. Knox, H.P. Hratchian, J.B. Cross, V. Bakken, C. Adamo, J. Jaramillo, R. Gomperts, R.E. Stratmann, O. Yazyev, A.J. Austin, R. Cammi, C. Pomelli, J.W. Ochterski, P.Y. Ayala, K. Morokuma, G.A. Voth, P. Salvador, J.J. Dannenberg, V.G. Zakrzewski, S. Dapprich, A.D. Daniels, M.C. Strain, O. Farkas, D.K. Malick, A.D. Rabuck, K. Raghavachari, J.B. Foresman, J.V. Ortiz, Q. Cui, A.G. Baboul, S. Clifford, J. Cioslowski, B.B. Stefanov, G. Liu, A. Liashenko, P. Piskorz, I. Komaromi, R.L. Martin, D.J. Fox, T. Keith, M.A. Al-Laham, C.Y. Peng, A. Nanayakkara, M. Challacombe, P.M.W. Gill, B. Johnson, W. Chen, M.W. Wong, C. Gonzalez, J.A. Pople, Gaussian 03, 2003.
24. A.D. Becke J. Chem. Phys. 98 1993 5648
25. C. Lee, W. Yang, and R.G. Parr Phys. Rev. B 37 1988 785
26. B. Miehlich, A. Savin, H. Stoll, and H. Preuss Chem. Phys. Lett. 157 1989 200
27. M. Cossi, N. Rega, G. Scalmani, and V. Barone J. Comp. Chem. 24 2003 669 681
28. A.P. Scott, and L. Radom J. Phys. Chem. 100 1996 16502 16513
29. M.H. Jamróz, Vibrational Energy Distribution Analysis: VEDA 4.0 program, Warsaw, 2004.
30. E. Wille, and W. Luttke Angew. Chem., Int. Ed. Engl. 10 1971 803
31. G. Miehe, P. Süsse, V. Kupcik, E. Egert, M. Nieger, G. Kunz, R. Gerke, B. Knieriem, M. Niemeyer, and W. Lüttke Angew. Chem. Int. Edit. 30 1991 964 967
32. S.E. Sheppard, and P.T. Newsome J. Am. Chem. Soc. 64 1942 2937 2946
33. G. Haucke, and G. Graness Angew. Chem. Int. Ed. 34 1995 67
34. E. Wille, and W. Lüttke Angew. Chem. 10 1971 803
35. M. Klessinger, and W. Lüttke Chem. Ber. 99 1966 2136
36. P.W. Saddler J. Org. Chem. 21 1956 316
37. G. Haucke, and R. Paetzold Nova Acta Leopold 11 1978 1
38. M. Klessinger, and W. Lüttke Tetrahedron 19 1963 315
39. A.R. Monahan, and J.E. Kuder J. Org. Chem. 37 1972 4182
40. M.I.G. Travasso, P.C.S. Santos, A.M.F. Oliveira-Campos, M.M.M. Raposo, and N. Prasitpan Adv. Col. Sci. Tech. 6 2003 95
41. W.R. Brode, and G.M. Wyman J. Am. Chem. Soc. 73 1951 4267
42. G. Miehe, P. Süsse, V. Kupcik, E. Egert, M. Nieger, G. Kunz, R. Gerke, B. Knieriem, M. Niemeyer, and W. Lüttke Angew. Chem. 30 1991 964
43. J. Weinstein, and G.M. Wyman J. Am. Chem. Soc. 78 1956 2387
44. W.R. Brode, E.G. Pearson, and G.M. Wyman J. Am. Chem. Soc. 76 1954 1034
45. G. Pfeiffer, W. Otting, and H. Bauer Angew. Chem. 15 1976 52
46. R. Pummerer, and G. Marondel Chem. Ber. 99 1960 2834
47. W. Lüttke, and D. Hunsdiecker Chem. Ber. 99 1966 2146
48. W. Lüttke, and M. Klessinger Chem. Ber. 97 1964 2342
49. R. Gerken, L. Fitjer, P. Müller, I. Usón, K. Kowski, and P. Rademacher Tetrahedron 55 1999 14429
50. P. Süsse, M. Steins, and V. Kupcik Z. Kristallogr. 184 1988 269 273
51. M. Wanko, M. Garavelli, F. Bernardi, T. Niehaus, T. Frauenheim, and M. Elstner J. Chem. Phys. 120 2004 1674
52. D.J. Tozer, R.D. Amos, N.C. Handy, B.O. Roos, and L. Serrano- Andrés Mol. Phys. 97 1999 859
53. A. Dreuw, J.L. Weisman, and M. Head-Gordon J. Chem. Phys. 119 2003 2943
54. N. Peica, and W. Kiefer J. Raman Spectrosc. 39 2008 47 60
55. M. Halls, J. Velkovski, and H. Schlegel Theor. Chem. Acc. 105 2001 413 421