Electronic structure and spectral properties of selected trimethyl-alloxazines: Combined experimental and DFT study

Chemical Physics

Volumn 361, Issue 1-2, 2009, Pages 83-93

  Bruszyńska, Magdalena ^a   Sikorska, Ewa ^b   Komasa, Anna ^a   Khmelinskii, Igor ^c   Ferreira, Luis F V ^d   Hernando, Jordi ^e   Karolczak, Jerzy ^a   Kubicki, Maciej ^a   Bourdelande, Jose L ^e   Sikorski, Marek ^a  

^a ADAM MICKIEWICZ UNIVERSITY   (Poland)

^b POZNA UNIVERSITY OF ECONOMICS AND BUSINESS   (Poland)

^c UNIVERSITY OF ALGARVE   (Portugal)

^d Centro de Quimica Fisica Molecular   (Portugal)

^e UNIVERSITAT AUTÒNOMA DE BARCELONA   (Spain)

Author keywords

Alloxazines; Crystal structure; DFT study; Photophysics; Spectroscopy; Transient absorption spectra

Indexed keywords

EID: 67449110737     PISSN: 03010104     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.chemphys.2009.05.011     Document Type: Article

References (53)

1. Miyazaki S., Kojima T., and Fukuzumi S. J. Am. Chem. Soc. 130 (2008) 1556
2. Zen Y.H., and Wang C.M. J. Chem. Soc., Chem. Commun. (1994) 2625
3. Tsukamoto S., Kato H., Hirota H., and Fusetani N. Biol. Ascidians (2001) 335
4. Tsukamoto S., Kato H., Hirota H., and Fusetani N. Eur. J. Biochem. 264 (1999) 785
5. Phillips D.A., Joseph C.M., Yang G.P., Martinez-Romero E., Sanborn J.R., and Volpin H. Proc. Natl. Acad. Sci. USA 96 (1999) 12275
6. Corbin F. Int. J. Hematol. 76 (2002) 253
7. Corbin F. Bus. Briefing: Med. Dev. Manuf. Technol. (2002) 1
8. Sikorska E., and Koziolowa A. J. Photochem. Photobiol. A 95 (1996) 215
9. Kasha M. J. Chem. Soc., Faraday Trans. II 82 (1986) 2379
10. Song P.S., Sun M., Koziolowa A., and Koziol J. J. Am. Chem. Soc. 96 (1974) 4319
11. Koziolowa A. Photochem. Photobiol. 29 (1979) 459
12. Sikorska E., Khmelinskii I.V., Kubicki M., Prukala W., Hoffmann M., Machado I.F., Ferreira L.F.V., Karolczak J., Worrall D.R., Krawczyk A., Insinska-Rak M., and Sikorski M. J. Phys. Chem. A 110 (2006) 4638
13. Sikorska E., Khmelinskii I.V., Hoffmann M., Machado I.F., Ferreira L.F.V., Dobek K., Karolczak J., Krawczyk A., Insinska-Rak M., and Sikorski M. J. Phys. Chem. A 109 (2005) 11707
14. Koziolowa A., Visser N.V., Koziol J., and Szafran M.M. J. Photochem. Photobiol. A 93 (1996) 157
15. Sikorska E., Khmelinskii I.V., Prukala W., Williams S.L., Patel M., Worrall D.R., Bourdelande J.L., Koput J., and Sikorski M. J. Phys. Chem. A 108 (2004) 1501
16. Sikorska E., Bourdelande J.L., Worrall D.R., and Sikorski M. Pol. J. Chem. 77 (2003) 65
17. Sikorska E., Khmelinskii I.V., Bourdelande J.L., Bednarek A., Williams S.L., Patel M., Worrall D.R., Koput J., and Sikorski M. Chem. Phys. 301 (2004) 95
18. Wang Z.W., and Rizzo C.J. Org. Lett. 2 (2000) 227
19. Rajendar B., Nishizawa S., and Teramae N. Org. Biomol. Chem. 6 (2008) 670
20. Gross E., Dobson J., and Petersilka M. Top. Curr. Chem. 181 (1996) 81
21. Augustyniak W., Koput J., Maciejewski A., Sikorski M., Steer R.P., and Szymanski M. Pol. J. Chem. 67 (1993) 1409
22. Insinska-Rak M., Sikorska E., Bourdelande J.L., Khmelinskii I.V., Prukala W., Dobek K., Karolczak J., Machado I.F., Ferreira L.F.V., Dulewicz E., Komasa A., Worrall D.R., Kubicki M., and Sikorski M. J. Photochem. Photobiol. A 186 (2007) 14
23. Botelho do Rego A.M., and Ferreira L.F.V. In: Nalwa H.S. (Ed). Handbook of Surfaces and Interfaces of Materials (2001), Academic Press, New York 275
24. Sheldrick G.M. Acta Crystallogr. A 46 (1990) 467
25. Becke A.D. J. Chem. Phys. 98 (1993) 5648
26. Lee C.T., Yang W.T., and Parr R.G. Phys. Rev. B: Condens. Mat. 37 (1988) 785
27. Ditchfield R., Hehre W.J., and Pople J.A. J. Chem. Phys. 54 (1971) 724
28. Bauernschmitt R., and Ahlrichs R. Chem. Phys. Lett. 256 (1996) 454
29. Frisch M.J., Trucks G.W., Schlegel H.B., Scuseria G.E., Robb M.A., Cheeseman J.R., Montgomery Jr. A.J., Vreven T., Kudin K.N., Burant J.C., Millam J.M., Iyengar S.S., Tomasi J., Barone V., Mennucci B., Cossi M., Scalmani G., Rega N., Petersson G.A., Nakatsuji H., Hada M., Ehara M., Toyota K., Fukuda R., Hasegawa J., Ishida M., Nakajima T., Honda Y., Kitao O., Nakai H., Klene M., Li X., Knox J.E., Hratchian H.P., Cross J.B., Bakken V., Adamo C., Jaramillo J., Gomperts R., Stratmann R.E., Yazyev O., Austin A.J., Cammi R., Pomelli C., Ochterski J.W., Ayala P.Y., Morokuma K., Voth G.A., Salvador P., Dannenberg J.J., Zakrzewski V.G., Dapprich S., Daniels A.D., Strain M.C., Farkas O., Malick D.K., Rabuck A.D., Raghavachari K., Foresman J.B., Ortiz J.V., Cui Q., Baboul A.G., Clifford S., Cioslowski J., Stefanov B.B., Liu G., Liashenko A., Piskorz P., Komaromi I., Martin R.L., Fox D.J., Keith T., Al-Laham M.A., Peng C.Y., Nanayakkara A., Challacombe M., Gill P.M.W., Johnson B., Chen W., Wong M.W., Gonzalez C., and Pople J.A. Gaussian 03, Revision B.05 (2003), Gaussian Inc., Wallingford, CT
30. Neiss C., Saalfrank P., Parac M., and Grimme S. J. Phys. Chem. A 107 (2003) 140
31. Martin C.B., Shi X.F., Tsao M.L., Karweik D., Brooke J., Hadad C.M., and Platz M.S. J. Phys. Chem. B 106 (2002) 10263
32. Martin C.B., Tsao M.L., Hadad C.M., and Platz M.S. J. Am. Chem. Soc. 124 (2002) 7226
33. Rodriguez-Otero J., Martinez-Nunez E., Pena-Gallego A., and Vazquez S.A. J. Org. Chem. 67 (2002) 6347
34. Sikorska E., Khmelinskii I.V., Worrall D.R., Koput J., and Sikorski M. J. Fluor. 14 (2004) 57
35. Sikorska E., Khmelinskii I.V., Bednarek A., Williams S.L., Worrall D.R., Herance R.J., Bourdelande J.L., Nowacka G., Koput J., and Sikorski M. Pol. J. Chem. 78 (2004) 2163
36. Sikorska E., Khmelinskii I.V., Williams S.L., Worrall D.R., Herance R.J., Bourdelande J.L., Koput J., and Sikorski M. J. Mol. Struct. 697 (2004) 199
37. Neiss C., and Saalfrank P. Photochem. Photobiol. 77 (2003) 101
38. Sun M., Moore T.A., and Song P.S. J. Am. Chem. Soc. 94 (1972) 1730
39. Platenkamp R.J., Palmer M.H., and Visser A.J.W.G. Eur. Biophys. J. 14 (1987) 393
40. Insinska-Rak M., Sikorska E., Herance J.R., Bourdelande J.L., Khmelinskii I.V., Kubicki M., Prukala W., Machado I.F., Komasa A., Ferreira L.F.V., and Sikorski M. Photochem. Photobiol. Sci. 4 (2005) 463
41. Personal communications.
42. Eweg J.K., Müller F., Vandam H., Terpstra A., and Oskam A. J. Am. Chem. Soc. 102 (1980) 51
43. Eweg J.K., Muller F., Bebelaar D., and Vanvoorst J.D.W. Photochem. Photobiol. 31 (1980) 435
44. Ewerg J.K., Muller F., Visser A.J.W.G., Veeger C., Bebelaar D., and van Voorst J.D.W. Photochem. Photobiol. 30 (1979) 463
45. Lim E.C. J. Phys. Chem. 90 (1986) 6770
46. Sikorski M., Sikorska E., Khmelinskii I.V., Gonzalez-Moreno R., Bourdelande J.L., and Siemiarczuk A. J. Photochem. Photobiol. A 156 (2003) 267
47. Sikorski M., Sikorska E., Worrall D.R., and Wilkinson F. Internet Photochem. Photobiol. (1998)
48. Sikorski M., Prukala D., Insinska-Rak M., Khmelinskii I.V., Worrall D.R., Williams S.L., Hernando J., Bourdelande J.L., Koput J., and Sikorska E. J. Photochem. Photobiol. A 200 (2008) 148
49. Sikorska E., Sikorski M., Steer R.P., Wilkinson F., and Worrall D.R. J. Chem. Soc., Faraday Trans. 94 (1998) 2347
50. Li H., Jiang Z.Q., Pan Y., and Yu S.Q. Res. Chem. Int. 32 (2006) 695
51. Ertan A., and Koziol J. Acta Crystallogr. Sect. C: Cryst. Struct. Commun. 49 (1993) 2179
52. Sikorska E., Khmelinskii I.V., Kubicki M., Prukala W., Nowacka G., Siemiarczuk A., Koput J., Ferreira L.F.V., and Sikorski M. J. Phys. Chem. A 109 (2005) 1785
53. Kowalczyk M., Sikorska E., Khmelinskii I.V., Komasa J., Insinska-Rak M., and Sikorski M. J. Mol. Struct. (Theochem) 756 (2005) 47