Exciplexes or ground state complexes of (Dibenzoylmethanato)boron difluoride and benzene derivatives? A study of their optical properties revisited via liquid state investigations and structure calculations

Photochemical and Photobiological Sciences

Volumn 5, Issue 7, 2006, Pages 686-697

  Truong, Thanh Toan ^a,b   Brenner, Valérie ^a   Ledoux, Gilles ^a,c   Tran Thi, Thu Hoa ^a  

^a DIF   (France)

^b CEA SACLAY   (France)

^c UNIVERSITÉ LYON 1   (France)

Author keywords

[No Author keywords available]

Indexed keywords

(DIBENZOYLMETHANATO)BORON DIFLUORIDE; BENZENE DERIVATIVE; BORON DERIVATIVE; CYCLOHEXANE; METHYL GROUP; UNCLASSIFIED DRUG;

ARTICLE; CALCULATION; CHEMICAL INTERACTION; COMPLEX FORMATION; EXCIPLEX; FLUORESCENCE; GROUND STATE COMPLEX; OPTICS; PRIORITY JOURNAL; SOLUTE SOLUTE INTERACTION; SOLUTE SOLVENT INTERACTION; STOICHIOMETRY; STRUCTURE ANALYSIS; THEORETICAL MODEL;

EID: 33745700797     PISSN: 1474905X     EISSN: 14749092     Source Type: Journal    
DOI: 10.1039/b600710b     Document Type: Article

References (33)

1. M.-L. Calvo-Muñoz T.-T. Truong T.-T. Tran-Thi Chemical sensors of monocyclic aromatic hydrocarbons based on sol-gel materials: kinetics of trapping of the pollutants and sensitivity of the sensor Sens. Actuators, B 2002 87 173-183.
2. Y. L. Chow C. J. Johansson Exciplexes binding energy and kinetic rate constants of the interaction between singlet excited state (dibenzoylmethanato)boron difluoride and substituted benzenes J. Phys. Chem. 1995 99 17566-17572.
3. P. Valat V. Wintgens Y. L. Chow J. Kossanyi Unusually strong emission from an exciplex formed between benzenoid solvents and dibenzoylmethanatoboron difluoride. Formation of a triplex Can. J. Chem. 1995 73 1902-1913.
4. Y. L. Chow X. Cheng C. I. Johansson Molecular interactions of dibenzoylmethanatoboron difluoride in the excited and ground states in solution J. Photochem. Photobiol., A 1991 57 247-255.
5. Y. L. Chow S.-S. Wang S. Z.-L. Liu V. Wintgens P. Valat J. Kossanyi Photochemistry and photophysics of dibenzoylmethanatoboron difluoride with cyclic dienes New J. Chem. 1994 18 923-936.
6. P. Job Formation and stability of inorganic complexes in solution Ann. Chim. Appl. 1928 9 113-199.
7. Z. D. Hill P. MacCarthy Novel approach to Job’s method. An undergraduate experiment. J. Chem. Educ. 1986 63 162-167.
8. J.-F. Lipskier T.-H. Tran-Thi Supramolecular assemblies of porphyrins and phtalocyanines bearing oppositely charged substituents. First evidence of heterotrimer formation Inorg. Chem. 1993 32 722-731.
9. N. M. D. Brown P. Bladon Spectroscopy and structure of (1,3-diketonato)boron difluorides and related compounds J. Chem. Soc. A 1969 69 526-532.
10. R. A. Velapoldi and K. D. Mielenz, Standard Reference Materials: A Fluorescence Standard Reference Material Quinine Sulfate Dihydrate, National Bureau of Standards, U.S. Department of Commerce, Washington DC, 1980, pp. 260–264.
11. A. G. Mirochnik B. V. Bukvetskii E. V. Gukhman P. A. Zhikhareva V. E. Karasev Crystal structure and excimer fluorescence of dibenzoylmethanatoboron difluoride Russ. Chem. Bull. 2001 50 1612-1615.
12. M. J. S. Dewar E. G. Zoebisch E. F. Healy J. J. P. Stewart AM1: A New General Purpose Quantum Mechanical Molecular Model J. Am. Chem. Soc. 1985 107 3902-3909.
13. W. J. Hehre J. A. Pople Self-consistent molecular orbital methods. IX. An extended Gaussian-type basis for molecular orbital studies of organic J. Chem. Phys. 1971 54 724-728.
14. P. C. Hariharan J. A. Pople The influence of polarization functions on MO hydrogenation energies Theor. Chim. Acta 1973 28 213-222.
15. M. J. Frisch, 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, 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, C. Gonzalez, M. Challacombe, P. M. W. Gill, B. G. Johnson, W. Chen, M. W. Wong, J. L. Andres, M. Head-Gordon, E. S. Replogle and J. A. Pople, GAUSSIAN 98 (Revision A.7), Gaussian, Inc., Pittsburgh, PA, 1998.
16. T. H. Jr Dunning, Gaussian basis sets for use in correlated molecular calculations. I. The atoms boron through neon and hydrogen J. Chem. Phys. 1989 90 1007-1023.
17. JAGUAR 4.1, Schrödinger, Inc., Portland, OR, 1991–2001.
18. R. Krishnan J. S. Binkley R. Seeger J. A. Pople Self-consistent molecular orbital methods. XX. A basis set for correlated wave functions J. Chem. Phys. 1980 72 650-654.
19. F. Vigné-Maeder P. Claverie The exact multicenter multipolar part of a molecular charge distribution and its simplified representations J. Chem. Phys. 1988 88 4934-4948.
20. V. Brenner, Modélisation des forces intermoléculaires et caractérisation des hypersurfaces d’énergie potentielle: applications à de petits agrégats de Van der Waals, Thèse de l’Université de Paris-Sud, 1993, n° d’ordre: 2849.
21. S. Kirkpatrick C. D. Gelatt M. P. Vecchi Optimisation by simulated annealing Science 1983 220 671-680.
22. S. Kirkpatrick Optimization by simulated annealing: Quantitative studies J. Stat. Phys. 1984 34 975-986.
23. N. Metropolis A. W. Rosentbluth M. N. Rosenbluth A. H. Teller E. Teller Equations of state calculations by fast computing machine J. Chem. Phys. 1953 21 1087-1092.
24. W. H. Press, B. P. Flannery, S. A. Teukolsky and W. T. Vetterling, Numerical Recipes: The Art of Scientific Computing, Cambridge University Press, Cambridge, UK, 1988.
25. Y. L. Chow C. I. Johansson Z.-L. Liu Ground and excited-state electron donor–acceptor (EDA) complexes from (dibenzoylmethanato)boron difluoride and substituted benzenes: their relation to the reaction mechanism J. Phys. Chem. 1996 100 13381-13385.
26. O. Stern M. Volmer The extinction period of fluorescence Phys. Z. 1919 20 183-188.
27. J. R. Lakowicz, Principles of fluorescence spectroscopy, Plenum Press, New York, 1983.
28. P. H. Bell; W. P. Davey An X-ray study of liquid benzene, cyclohexane and their mixtures J. Chem. Phys. 1941 9 441-450.
29. I. B. Berlman, Handbook of fluorescence spectra of aromatic molecules, ed. I. B. Berlman, Academic Press, New York, 2nd edn, 1971.
30. T. V. Ivanova G. A. Mokeeva B. Ya Sveshnikov Optics Spectrosc. 1961 12 325-328.
31. J. B. Birks C. L. Braga M. D. Lumb Excimer fluorescence. VI. Benzene, toluene, p-xylene and mesitylene Proc. R. Soc. London, Ser. A 1965 283 83-99.
32. J. A. Riddick, W. B. Bunger and T. K. Sakano, Techniques of Chemistry. Vol. II. Organic solvents. Physical properties and methods of purification, John Wiley & Sons, New York, 4th edn, 1986.
33. T. O. Harju J. E. I. Korppi-Tommola A. Herbert Huitzer C. A. G. O. Varma Barrier crossing reaction of electronically excited DBMBF2 in n-nitriles: the role of solvent polarity on activation energy J. Phys. Chem. 1996 100 3592-3600.