Characterization of ultrafast intramolecular charge transfer dynamics in pyrenyl derivatives: Systematic change of the number of peripheral N,N -dimethyaniline substituents

Journal of Physical Chemistry Letters

Volumn 2, Issue 7, 2011, Pages 818-823

  Sung, Jooyoung ^a   Kim, Pyosang ^a   Lee, Yoen Ok ^b   Kim, Jong Seung ^b   Kim, Dongho ^a  

^a Yonsei University   (South Korea)

^b Korea University   (South Korea)

Author keywords

[No Author keywords available]

Indexed keywords

EXCITED-STATE DYNAMICS; FEMTOSECOND TIME-RESOLVED; INTRA-MOLECULAR CHARGE TRANSFER; LOCALLY EXCITED STATE; MOLECULAR SYSTEMS; N ,N-DIMETHYLANILINE; SOLVENT POLARITY; SPECTRAL ANALYSIS; STABILIZATION PROCESS; STOKES SHIFT; SYSTEMATIC CHANGES; ULTRA-FAST;

CHARGE TRANSFER; INFORMATION DISSEMINATION; ION EXCHANGE; MASS TRANSFER; POLYMER BLENDS; SOLVENTS; SPECTRUM ANALYSIS;

EXCITED STATES;

EID: 79953769950     PISSN: None     EISSN: 19487185     Source Type: Journal    
DOI: 10.1021/jz200042s     Document Type: Article

References (30)

1. Mulliken, R. S. Molecular Compounds and Their Spectra. III. The Interaction of Electron Donors and Acceptors J. Phys. Chem. 1952, 56, 801-822
2. Mulliken, R. S. Molecular Compounds and Their Spectra. II J. Am. Chem. Soc. 1952, 74, 811-824
3. Kosower, E. M.; Dodiuk, H.; Tanizawa, K.; Ottolenghi, M.; Orbach, N. Intramolecular Donor-Acceptor Systems. Radiative and Nonradiative Processes for the Excited States of 2- N -Arylamino-6-naphthalenesulfonates J. Am. Chem. Soc. 1975, 97, 2167-2178
4. Grabowski, Z. R.; Rotkiewicz, K.; Rettig, W. Structural Changes Accompanying Intramolecular Electron Transfer: Focus on Twisted Intramolecular Charge-Transfer States and Structures Chem. Rev. 2003, 103, 3899-4032
5. 1(ωπ *) Orthogonal Intramolecular Charge-Transfer States J. Phys. Chem. 1990, 94, 1837-1843
6. Kosower, E. M. Mechanism of Fast Intramolecular Electron-Transfer Reactions J. Am. Chem. Soc. 1985, 107, 1114-1118
7. 3- N, N -dimethylaniline Systems J. Am. Chem. Soc. 1974, 96, 6828-6831
8. Wiessner, A.; Hüttmann, G.; Kühnle, W.; Staerk, H. Electron Transfer, Solvation, and Amplified Stimulated Emission of Pyrene-DMA and Anthracene-DMA J. Phys. Chem. 1995, 99, 14923-14930
9. n(1-pyrenyl) and -(9-anthryl) Systems J. Am. Chem. Soc. 1981, 103, 4715-4720
10. Dobkowski, J.; Rettig, W.; Waluka, J. Intramolecular Charge-Transfer Properties of a Molecule with a Large Donor Group: The Case of 4?-(Pyren-1-yl)benzonitrile Phys. Chem. Chem. Phys. 2002, 4, 4334-4339
11. Raytchev, M.; Pandurski, E.; Buchvarov, I.; Modrakowski, C.; Fiebig, T. Bichromophoric Interactions and Time-Dependent Excited State Mixing in Pyrene Derivatives. A Femtosecond Broad-Band Pump-Probe Study J. Phys. Chem. A 2003, 107, 4592-4600
12. Daub, J.; Engl, R.; Kurzawa, J.; Miller, S. E.; Schneider, S.; Stockmann, A.; Wasielewski, M. R. Competition between Conformational Relaxation and Intramolecular Electron Transfer within Phenothiazine-Pyrene Dyads J. Phys. Chem. A 2001, 105, 5655-5665 (Pubitemid 35362024)
13. Stockmann, A.; Kurzawa, J.; Fritz, N.; Acar, N.; Schneider, S.; Daub, J.; Engl, R.; Clark, T. Conformational Control of Photoinduced Charge Separation within Phenothiazine-Pyrene Dyads J. Phys. Chem. A 2002, 106, 7958-7970 (Pubitemid 35382544)
14. Yang, S.-W.; Elangovan, A.; Hwang, K.-C.; Ho, T.-I. Electronic Polarization Reversal and Excited State Intramolecular Charge Transfer in Donor/Acceptor Ethynylpyrenes J. Phys. Chem. B 2005, 109, 16628-16635 (Pubitemid 41367402)
15. Techert, S.; Schmatz, S.; Wiessner, A.; Staerk, H. Photophysical Characteristics of Directly Linked Pyrene-Dimethylaniline Derivatives J. Phys. Chem. A 2000, 104, 5700-5710
16. Banerji, N.; Fürstenberg, A.; Bhosale, S.; Sisson, A. L.; Sakai, N.; Matile, S.; Vauthey, E. Ultrafast Photoinduced Charge Separation in Naphthalene Diimide Based Multichromophoric Systems in Liquid Solutions and in a Lipid Membrane J. Phys. Chem. B 2008, 112, 8912-8922
17. Weigel, W.; Rettig, W.; Dekhtyar, M.; Modrakowski, C.; Beinhoff, M.; Schlüter, A. D. Dual Fluorescence of Phenyl and Biphenyl Substituted Pyrene Derivatives J. Phys. Chem. A 2003, 107, 5941-5947
18. Basu Ray, G.; Chakraborty, I.; Moulik, S. P. Pyrene Absorption Can Be a Convenient Method for Probing Critical Micellar Concentration (cmc) and Indexing Micellar Polarity J. Colloid Interface Sci. 2002, 946, 248-254 (Pubitemid 41711688)
19. Subuddhi, U.; Haldar, S.; Sankararaman, S.; Mishra, A. K. Photophysical Behaviour of 1-(4- N, N -Dimethylaminophenylethynyl)pyrene (DMAPEPy) in Homogeneous Media Photochem. Photobiol. Sci. 2006, 5, 459-466 (Pubitemid 43725966)
20. Lakowickz, J. R. Principles of Fluorescence Spectroscopy; Springer: New York, 2006; p 208.
21. Mataga, N.; Kaifu, Y.; Koizumi, M. Solvent Effects upon Fluorescence Spectra and the Dipolemoments of Excited Molecules Bull. Chem. Soc. Jpn. 1956, 29, 465-470
22. Kosower, E. M.; Dodiuk, H.; Kanety, H. Intramolecular Donor-Acceptor Systems. 4. Solvent Effects on Radiative and Nonradiative Processes for the Charge-Transfer States of N- Arylaminonaphthalenesulfonates J. Am. Chem. Soc. 1978, 100, 4179-4188
23. Banerji, N.; Angulo, G.; Barabanov, I.; Vauthey, E. Intramolecular Charge-Transfer Dynamics in Covalently Linked Perylene-Dimethylaniline and Cyanoperylene-Dimethylaniline J. Phys. Chem. A 2008, 112, 9665-9674
24. Galievsky, V. A.; Druzhinin, S. I.; Demeter, A.; Jiang, Y.-B.; Kovalenko, S. A.; Perez Lustres, L..; Venugopal, K.; Ernsting, N. P.; Allonas, X.; Noltemeyer, M.; Machinek, R.; Zachariasse, K. A. Ultrafast Intramolecular Charge Transfer and Internal Conversion with Tetrafluoro-aminobenzonitriles ChemPhysChem 2005, 6, 2307-2323 (Pubitemid 41641716)
25. Glasbeek, M.; Zhang, H. Femtosecond Studies of Solvation and Intramolecular Configurational Dynamics of Fluorophores in Liquid Solution Chem. Rev. 2004, 104, 1929-1954
26. Dahl, K.; Biswas, R.; Ito, N.; Maroncelli, M. Solvent Dependence of the Spectra and Kinetics of Excited-State Charge Transfer in Three (Alkylamino)benzonitriles J. Phys. Chem. B 2005, 109, 1563-1585 (Pubitemid 40212536)
27. Lakowickz, J. R. Principles of Fluorescence Spectroscopy; Springer: New York, 2006; p 240.
28. Amthor, S.; Lambert, C.; Dümmler, S.; Fischer, I.; Schelter, J. Excited Mixed-Valence States of Symmetrical Donor-Acceptor-Donor π Systems J. Phys. Chem. A 2006, 110, 5204-5214
29. Ponce Ortiz, R.; Ruiz Delgado, M. C.; Casado, J.; Hernández, V.; Kim, O.-K.; Woo, H. Y.; Lopez Navarrete, J. T. Electronic Modulation of Dithienothiophene (DTT) as π -Center of D- π -D Chromophores on Optical and Redox Properties: Analysis by UV-Vis-NIR and Raman Spectroscopies Combined with Electrochemistry and Quantum Chemical DFT Calculations J. Am. Chem. Soc. 2004, 126, 13363-13376 (Pubitemid 39382765)
30. Thompson, A. L.; Gaab, K. M.; Xu, J.; Bardeen, C. J.; Martínez, T. J. Variable Electronic Coupling in Phenylacetylene Dendrimers: The Role of Förster, Dexter, and Charge-Transfer Interactions J. Phys. Chem. A 2004, 108, 671-682