Combined NMR, SERRS, and DFT study of photochemical and thermal reactions of acetylene- And thienylacetylene-substituted chromenes

Journal of Physical Organic Chemistry

Volumn 20, Issue 11, 2007, Pages 944-952

  Maurel, F ^a   Delbaere, S ^b   Truong, S Lau ^a   Couesnon, T ^a   Dubest, R ^a   Vermeersch, G ^b   Aubard, J ^a  

^a UNIVERSITÉ PARIS DIDEROT   (France)

^b UNIV LILLE   (France)

Author keywords

DFT; Naphthopyran; NMR; Photochromism; SERRS

Indexed keywords

DENSITY FUNCTIONAL THEORY; ISOMERS; NUCLEAR MAGNETIC RESONANCE; PHASE EQUILIBRIA; PHOTOCHROMISM; RAMAN SCATTERING; SUBSTITUTION REACTIONS; VIBRATIONAL SPECTRA;

CHROMENES; NAPHTHOPYRAN; OPTIMIZED GEOMETRIES; PHOTOPRODUCTS; RAMAN BANDS;

ACETYLENE;

EID: 36348963058     PISSN: 08943230     EISSN: 10991395     Source Type: Journal    
DOI: 10.1002/poc.1212     Document Type: Conference Paper

References (28)

1. (a) Becker R, Michl J. J. Am. Chem. Soc. 1966; 88: 5931-5933;
2. (b) Becker R. U.S. Patent 3, 1971, 567, 605.
3. Bertelson RC. In Photochromism. Techniques of Chemistry, vol. 3, Chap. 3, Brown GH (ed.). Wiley-Interscience: New York, 1971; 45-431.
4. Van Gemert B. In Organic Photochromic and Thermodynamic Compounds, vol. 1, Chap. 3, Crano JP, Guglielmetti R (eds). Plenum Press: New York, 1999; 111-140.
5. (a) Rebiere N, Moustrou C, Meyer M, Samat A, Guglielmetti R, Micheau J-C, Aubard J. J. Phys. Org. Chem 2000; 13: 523-530;
6. (b) Frigoli M, Moustrou C, Samat A, Guglielmetti R. Helv. Chim. Acta 2000; 83: 3043-3052;
7. (c) Frigoli M, Moustrou C, Samat A, Guglielmetti R. U.S. Patent 6, 2001, 281, 266;
8. (d) Coen S, Moustrou C, Frigoli M, Julliard M, Samat A, Guglielmetti R. J. Photochem Photobiol. A: Chem. 2001; 139:1-4;
9. (e) Frigoli M, Pimienta V, Moustrou C, Samat A, Guglielmetti R, Aubard J, Maurel F, Micheau J-C. Photochem. Photobiol. Sci. 2003; 2: 888-892;
10. (f) Ortica F, Moustrou C, Berthet J, Favaro G, Samat A, Guglielmetti R, Vermeersch G, Mazzucato U. Photochemistry and Photobiology 2003; 78: 558-566.
11. (a) Yassar A, Rebière-Galy N, Frigoli M, Moustrou C, Samat A, Guglielmetti R, Jaafari H. Synth. Met. 2001; 124: 23-27;
12. (b) Yassar A, Garnier F, Jaafari H, Rebière-Galy N, Frigoli M, Moustrou C, Samat A, Guglielmetti R. Eur. Phys. J. Appl. Phys. 2002; 18: 3-8;
13. (c) Venec D, Delbaere S, Micheau J-C, Frigoli M, Moustrou C, Samat A, Vermeersch G. J. Photochem Photobiol. A: Chem. 2006; 181:174-179;
14. (d) Venec D, Delbaere S, Micheau J-C, Frigoli M, Moustrou C, Samat A, Vermeersch G. J. Photochem Photobiol. A: Chem. 2006; 183: 70-78.
15. Maurel F,Delbaere S.LauTruong S, Bertigny JP,Dubest R.Lévi G, Vermeersch G, Aubard J. Mol. Cryst. Liq. Cryst. 2005; 430: 235-241.
16. (a) Delbaere S, Micheau J-C, Vermeersch G. Org. Lett. 2002; 18: 3143-3145;
17. (b) Delbaere S, Vermeersch G. J. Photochem. Photobiol. A: Chem. 2003; 159: 227-232.
18. Delbaere S, Micheau J-C, Vermeersch G. J. Org. Chem. 2003; 68: 8968-8973.
19. (a) Aubard J, Karlsson K, Dubest R, Levi G, Luccioni-Houzé B, Salémi-Delvaux C, Guglielmetti R. Mol. Cryst. Liq. Cryst. 1997; 298: 37;
20. (b) Delepine F, Bertigny JP, Lévi G, Dubest R, Demadrille R, Giusti G, Guglielmetti R, Aubard J. Mol. Cryst. Liq. Cryst. 2000; 345: 257-262.
21. Frisch MJ, Trucks GW, Schlegel HB, Scuseria GE, Robb MA, Cheeseman JR, Zakrzewski VG, Montgomery JA, Stratmann RE, Burant JC, Dapprich S, Millam JM, Daniels AD, Kudin KN, Strain MC, Farkas O, Tomasi J, Barone V, Cossi M, Cammi R, Mennucci B, Pomelli C, Adamo C, Clifford S, Ochterski J, Petersson GA, Ayala PY, Cui Q, Morokuma K, Malick DK, Rabuck AD, Raghavachari K, Foresman JB, Cioslowski J, Ortiz JV, Stefanov BB, Liu G, Liashenko A, Piskorz P, Komaromi I, Gomperts R, Martin RL, Fox DJ, Keith T, Al-Laham MA, Peng CY, Nanayakkara A, Gonzalez C, Challacombe M, Gill PMW, Johnson BG, Chen W, Wong MW, Andres JL, Head-Gordon M, Replogle ES, Pople JA. Gaussian (Revision A.6), Inc.: Pittsburgh PA 1998
22. Becke AD. Phys. Rev. A 1988; 38: 3098-3100.
23. Perdew JP. Phys. Rev. B 1986; 33: 8822-8824.
24. Dewar MJS, Zoebish EG, Healy EF, Stewart JJP. J. Am. Chem. Soc. 1985; 107: 3902-3909.
25. AMPAC 7.0 Code; Semichem: Shawnes, KS.
26. Delbaere S, Luccioni-Houze B, Bochu C, Teral Y, Campredon M, Vermeersch G. J. Chem. Soc., Perkin Trans. 2 1998; 1153-1158.
27. (a) Aubard J, Maurel F, Buntinx G, Poizat O, Lévi G, Guglielmetti R, Samat A. Mol. Cryst. Liq. Cryst. 2000; 345: 215-220;
28. (b) Celani P, Bernardi F.Olivucci M, Robb MA. J. Am. Chem. Soc. 1997; 119: 10815-10820.