A photodissociation reaction: Experimental and computational study of 2-hydroxy-2,2-dimethylacetophenone

Photochemistry and Photobiology

Volumn 82, Issue 1, 2006, Pages 88-94

  Allonas, X ^a,b   Morlet Savary, F ^a   Lalevee J ^a   Fouassier, J P ^a  

^a UNIVERSITÉ DE HAUTE ALSACE   (France)

^b Ecole Nationale Superieure de Chimie de Mulhouse   (France)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 33644787303     PISSN: 00318655     EISSN: None     Source Type: Journal    
DOI: 10.1562/2005-05-20-RA-535     Document Type: Conference Paper

References (23)

1. Lewis, F. D., R. T. Lauterbach, H.-G. Heine, W. Hartmann and H. Rudolph (1975) Photochemical αcleavage of benzoin derivatives. Polar transition states for free-radical formation. J. Am. Chem. Soc. 97, 1519-1525.
2. Lewis, F. D. and J. G. Magyar (1972) Photoreduction and αcleavage of aryl alkyl ketones. J. Org. Chem. 37, 2102-2107.
3. Lewis, F. D., R. W. Johnson and D. E. Johnson (1974) Conformational control of photochemical behavior. Competitive αcleavage and γabstraction of alkyl phenyl ketones. J. Am. Chem. Soc. 96, 6090-6099.
4. Lipson, M. and N. J. Turro (1996) Picosecond investigation of the effect of solvent on the photochemistry of benzoin. J. Photochem. Photobiol. A: Chem. 99, 93-96.
5. Eichler, J., C. P. Herz, I. Naito and W. Schnabel (1980) Laser flash photolysis investigation of primary processes in the sensitized polymerization of vinyl monomers. IV. Experiments with hydroxy alkylphenones. J. Photochem. 12, 225-234.
6. Eichler, J., C. P. Herz and W. Schnabel (1980) On the photolysis of hydroxyalkylphenones and O-substituted derivatives. Laser flash photolysis and photocuring studies. Angew. Makromol. Chem. 91, 39-54.
7. Jockusch, S., M. S. Landis, B. Freiemuth and N. J. Turro (2001) Photochemistry and photophysics of α-hydroxy ketones. Macromolecules 34, 1619-1626.
8. Allonas, X., J. Lalevée and J.-P. Fouassier (2003) Investigation of cleavage processes in photoinitiators: from experiments to molecular modeling. J. Photochem. Photobiol. A : Chem. 159, 127-133.
9. Ruhlmann, D., J.-P. Fouassier and W. Schnabel (1992) Relations structures/Propriétés dans les photoamorceurs de polymérisation. 2 Dérivés de phényl acétophénones. Eur. Polym. J. 28, 287-292.
10. Morlet-Savary, F., C. Ley, P. Jacques and J.-P. Fouassier (2001) Photophysics of a bridged 7-diethylamino-4-methyl-coumarin C102: studying the hydrogen bonding effect by time resolved stimulated emission. J. Phys. Chem. A 105, 11026-11033.
11. Peters, K. S. and J. Lee (1992) Role of contact and solvent separated ion pairs in the diffusional quenching of trans-stilbene excited singlet state by fumaronitrile. J. Phys. Chem. 96, 8941-8945.
12. Frisch, M. J., G. W. Trucks, H. B. Schlegel, G. E. Scuseria, M. A. Robb, J. R. Cheeseman, V. G. Zakrzewski, J. A. Montgomery, Jr., R. E. Stratmann, J. C. Burant, S. Dapprich, J. M. Millam, A. D. Daniels, K. N. Kudin, M. C. Strain, O. Farkas, J. Tomasi, V. Barone, M. Cossi, R. Cammi, B. Mennucci, C. Pomelli, C. Adamo, S. Clifford, J. Ochterski, G. A. Petersson, P. Y. Ayala, Q. Cui, K. Morokuma, P. Salvador, J. J. Dannenberg, D. K. Malick, A. D. Rabuck, K. Raghavachari, J. B. Foresman, J. Cioslowski, J. V. Ortiz, A. G. Baboul, B. B. Stefanov, G. Liu, A. Liashenko, P. Piskorz, I. Komaromi, R. Gomperts, 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, J. L. Andres, C. Gonzalez, M. Head-Gordon, E. S. Replogle and J. A. Pople. (2001) Gaussian 98, Revision A. 11. Gaussian, Inc., Pittsburgh, PA.
13. Improta, R. and V. Barone (2004) Absorption and fluorescence spectra of uracil in the gas phase and in aqueous solution: a TD-DFT quantum mechanical study. J. Am. Chem. Soc. 126, 14320-14321.
14. Compton, R. H., K. T. V. Grattan and T. Morrow (1980) Extinction coefficients and quantum yields for triplet-triplet absorption using laser flash photolysis. J. Photochem. 14, 61-66.
15. Reichardt, C. (1988) Solvents and Solvent Effects in Organic Chemistry. VCH, Weinheim, Germany.
16. Kamlet, M. J., J. L. M. Abboud, M. H. Abraham, and R. W. Taft (1983) Linear solvation energy relationships. 23. A comprehensive collection of the solvatochromic parameters π*, αand β, and some methods for simplifying the generalized solvatochromic equation. J. Org. Chem. 48, 2877-2887.
17. Salem, L. (1974) Surface crossings and surface touchings in photochemistry. J. Am. Chem. Soc. 96, 3486-3501.
18. Dauben, W. G., L. Salem and N. J. Turro (1975) A classification of photochemical reactions. Acc. Chem. Res. 8, 41-54.
19. Turro, N. J. (1991) Modern Molecular Photochemistry. University Science Books, Sausalito, CA.
20. Zimmermann, H. E. (1963) A new approach to mechanistic organic photochemistry. Adv. Photochem. 1, 183-208.
21. Allonas, X., J. Lalevée and J.-P. Fouassier (2004) New approach of photoinitiator reactivity. J. Photopolym. Sci. and Techn. 17, 29-34.
22. Hill, T. L. (1960) An Introduction to Statistical Thermodynamics. Addison-Wesley Publishing Company Inc., Reading, MA.
23. Arnaud, R., N. Bugaud, V. Vetere and V. Barone (1998) Role of polar and enthalpic effects in the addition of methyl radical to substituted alkenes: a density functional study including solvent effects. J. Am. Chem. Soc. 120, 5733-5740.