Femtosecond midinfrared study of the photoinduced Wolff rearrangement of diazonaphthoquinone

Journal of Chemical Physics

Volumn 129, Issue 9, 2008, Pages

  Wolpert, Daniel ^a   Schade, Marco ^a   Brixner, Tobias ^a  

^a UNIVERSITY OF WÜRZBURG   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

ARSENIC COMPOUNDS; DISSOLUTION; METHANOL; ORGANIC SOLVENTS; PHOTOEXCITATION; PROBABILITY DENSITY FUNCTION; SOLVENTS;

DIAZONAPHTHOQUINONE; PHOTO-INDUCED; WOLFF REARRANGEMENT;

DENSITY FUNCTIONAL THEORY;

2 DIAZO 1 NAPHTHOL 5 SULFONIC ACID; 2-DIAZO-1-NAPHTHOL-5-SULFONIC ACID; AZO COMPOUND; ETHYLENE DERIVATIVE; KETENE; KETONE; METHANOL; NAPHTHALENESULFONIC ACID DERIVATIVE; QUINONE DERIVATIVE; WATER;

ARTICLE; CHEMICAL MODEL; CHEMICAL STRUCTURE; CHEMISTRY; COMPUTER SIMULATION; INFRARED SPECTROPHOTOMETRY; PHOTOCHEMISTRY; SYNTHESIS; VIBRATION;

AZO COMPOUNDS; COMPUTER SIMULATION; ETHYLENES; KETONES; METHANOL; MODELS, CHEMICAL; MOLECULAR STRUCTURE; NAPHTHALENESULFONATES; PHOTOCHEMISTRY; QUINONES; SPECTROPHOTOMETRY, INFRARED; VIBRATION; WATER;

EID: 51349121873     PISSN: 00219606     EISSN: None     Source Type: Journal    
DOI: 10.1063/1.2971037     Document Type: Article

References (29)

1. A. Reiser, J. P. Huang, X. He, T. F. Yeh, S. Jha, J. Y. Shih, M. S. Kim, Y. K. Han, and K. Yan, Eur. Polym. J. 0014-3057 10.1016/S0014-3057(01)00230-0 38, 619 (2002).
2. R. Dammel, Diazonaphthoquinone-Based Resists, SPIE Tutorial Texts Series No. 11 (SPIE, Bellingham, WA, 1993).
3. A. P. Goodwin, J. L. Mynar, Y. Ma, G. R. Fleming, and J. M. J. Frechet, J. Am. Chem. Soc. 0002-7863 10.1021/ja0523035 127, 9952 (2005).
4. J. L. Mynar, A. P. Goodwin, J. A. Cohen, Y. Ma, G. R. Fleming, and J. M. J. Frechet, Chem. Commun. (Cambridge) 2007, 2081.
5. N. K. Urdabayev and V. V. Popik, J. Am. Chem. Soc. 126, 4058 (2004). 0002-7863
6. H. Meier and K. P. Zeller, Angew. Chem., Int. Ed. Engl. 0570-0833 10.1002/anie.197500321 14, 32 (1975).
7. W. Kirmse, Eur. J. Org. Chem. 2002, 2193 (2002).
8. G. C. Hess, B. Kohler, I. Likhotvorik, J. Peon, and M. S. Platz, J. Am. Chem. Soc. 0002-7863 10.1021/ja0011358 122, 8087 (2000).
9. N. Yamamoto, F. Bernardi, A. Bottoni, M. Olivucci, M. A. Robb, and S. Wilsey, J. Am. Chem. Soc. 116, 2064 (1994).
10. J. Andraos, Y. Chiang, C. G. Huang, A. J. Kresge, and J. C. Scaiano, J. Am. Chem. Soc. 0002-7863 10.1021/ja00076a019 115, 10605 (1993).
11. M. Barra, T. A. Fisher, G. J. Cernigliaro, R. Sinta, and J. C. Scaiano, J. Am. Chem. Soc. 0002-7863 10.1021/ja00033a041 114, 2630 (1992).
12. J. J. M. Vleggaar, A. H. Huizer, P. A. Kraakman, W. P. N. Nijssen, R. J. Visser, and C. A. G. O. Varma, J. Am. Chem. Soc. 116, 11754 (1994).
13. K. Tanigaki and T. W. Ebbesen, J. Am. Chem. Soc. 0002-7863 10.1021/ja00253a069 109, 5883 (1987).
14. K. Tanigaki and T. W. Ebbesen, J. Phys. Chem. 0022-3654 10.1021/j100348a028 93, 4531 (1989).
15. E. T. J. Nibbering, H. Fidder, and E. Pines, Annu. Rev. Phys. Chem. 0066-426X 10.1146/annurev.physchem.56.092503.141314 56, 337 (2005).
16. P. Hamm, R. A. Kaindl, and J. Stenger, Opt. Lett. 0146-9592 10.1364/OL.25.001798 25, 1798 (2000).
17. M. J. Frisch, G. W. Trucks, H. B. Schlegel, GAUSSIAN 03, Gaussian, Inc., Wallingford, CT, 2004.
18. A. D. Becke, Phys. Rev. A 1050-2947 10.1103/PhysRevA.38.3098 38, 3098 (1988).
19. A. D. Becke, J. Chem. Phys. 0021-9606 10.1063/1.464913 98, 5648 (1993).
20. C. T. Lee, W. T. Yang, and R. G. Parr, Phys. Rev. B 0163-1829 10.1103/PhysRevB.37.785 37, 785 (1988).
21. J. Pacansky and J. R. Lyerla, IBM J. Res. Dev. 23, 42 (1979). 0018-8646
22. K. B. Hewett, M. Shen, C. L. Brummel, and L. A. Philips, J. Chem. Phys. 0021-9606 10.1063/1.466345 100, 4077 (1994).
23. P. Hamm, Chem. Phys. 0301-0104 10.1016/0301-0104(95)00262-6 200, 415 (1995).
24. K. Wynne and R. M. Hochstrasser, Chem. Phys. 0301-0104 10.1016/0301-0104(95)00012-D 193, 211 (1995).
25. M. Rini, A. -K. Holm, E. T. J. Nibbering, and H. Fidder, J. Am. Chem. Soc. 0002-7863 10.1021/ja028262j 125, 3028 (2003).
26. S. Laimgruber, W. J. Schreier, T. Schrader, F. Koller, W. Zinth, and P. Gilch, Angew. Chem., Int. Ed. 1433-7851 10.1002/anie.200501642 44, 7901 (2005).
27. S. A. Kovalenko, R. Schanz, H. Hennig, and N. P. Ernsting, J. Chem. Phys. 0021-9606 10.1063/1.1380696 115, 3256 (2001).
28. A. Pigliucci, G. Duvanel, L. M. L. Daku, and E. Vauthey, J. Phys. Chem. A 111, 6135 (2007). 1089-5639
29. D. Wolpert, M. Schade, F. Langhojer, G. Gerber, and T. Brixner, J. Phys. B 0953-4075 10.1088/0953-4075/41/7/074025 41, 074025 (2008).