Coherent nuclear wave packets generated by ultrafast intramolecular charge-transfer reaction

Journal of Physical Chemistry Letters

Volumn 3, Issue 19, 2012, Pages 2761-2766

  Kim, So Young ^a   Kim, Chul Hoon ^a   Park, Myeongkee ^a   Ko, Kyoung Chul ^b   Lee, Jin Yong ^b   Joo, Taiha ^a  

^a Pohang University of Science and Technology (POSTECH)   (South Korea)

^b Sungkyunkwan University   (South Korea)

Author keywords

[No Author keywords available]

Indexed keywords

CARBON ATOMS; FLUORESCENCE INTENSITIES; HIGH FREQUENCY HF; INTRAMOLECULAR CHARGE TRANSFERS; LARGE DISPLACEMENTS; LAURDAN; NUCLEAR WAVE PACKET; PLANARIZATION; POTENTIAL SURFACES; REACTION COORDINATES; STRUCTURAL CHANGE; TIME RESOLUTION; TIME-RESOLVED FLUORESCENCE; ULTRA-FAST; VIBRATIONAL MODES; WAVE-PACKET MOTION;

CHARGE TRANSFER; DYNAMICS; GROUP THEORY; REACTION RATES;

NAPHTHALENE;

EID: 84867186133     PISSN: None     EISSN: 19487185     Source Type: Journal    
DOI: 10.1021/jz301141d     Document Type: Article

References (50)

1. Lippert, E.; Lüder, W.; Boss, H. Advances in Molecular Spectroscopy; Mangini, A., Ed.; Pergamon Press: Oxford, 1962; pp 443-457.
2. Rotkiewicz, K.; Grellmann, K. H.; Grabowski, Z. R. Reinterpretation of the Anomalous Fluorescense of P-N,N-Dimethylamino-Benzonitrile Chem. Phys. Lett. 1973, 19, 315-318
3. Rettig, W. Charge Separation in Excited States of Decoupled Systems-TICT Compounds and Implications Regarding the Development of New Laser Dyes and the Primary Process of Vision and Photosynthesis Angew. Chem., Int. Ed. 1986, 25, 971-988
4. Viard, M.; Gallay, J.; Vincent, M.; Meyer, O.; Robert, B.; Paternostre, M. Laurdan Solvatochromism: Solvent Dielectric Relaxation and Intramolecular Excited-State Reaction Biophys. J. 1997, 73, 2221-2234
5. Viard, M.; Gallay, J.; Vincent, M.; Paternostre, M. Origin of Laurdan Sensitivity to the Vesicle-to-Micelle Transition of Phospholipid-Octylglucoside System: A Time-Resolved Fluorescence Study Biophys. J. 2001, 80, 347-359
6. Jozefowicz, M.; Kozyra, K. A.; Heldt, J. R.; Heldt, J. Effect of Hydrogen Bonding on the Intramolecular Charge Transfer Fluorescence of 6-Dodecanoyl-2-Dimethylaminonaphtalene Chem. Phys. 2005, 320, 45-53
7. Parasassi, T.; Krasnowska, E. K.; Bagatolli, L.; Gratton, E. Laurdan and Prodan as Polarity-Sensitive Fluorescent Membrane Probes J. Fluoresc. 1998, 8, 365-373
8. Weber, G.; Farris, F. J. Synthesis and Spectral Properties of a Hydrophobic Fluorescent Probe: 6-Propionyl-2-(Dimethylamino)Naphthalene Biochemistry 1979, 18, 3075-3078
9. Parasassi, T.; De Stasio, G.; d'Ubaldo, A.; Gratton, E. Phase Fluctuation in Phospholipid Membranes Revealed by Laurdan Fluorescence Biophys. J. 1990, 57, 1179-1186
10. Yu, W.; So, P. T.; French, T.; Gratton, E. Fluorescence Generalized Polarization of Cell Membranes: A Two-Photon Scanning Microscopy Approach Biophys. J. 1996, 70, 626-636
11. Bagatolli, L. A.; Gratton, E. Direct Observation of Lipid Domains in Free-Standing Bilayers Using Two-Photon Excitation Fluorescence Microscopy J. Fluoresc. 2001, 11, 141-160
12. Dietrich, C.; Bagatolli, L. A.; Volovyk, Z. N.; Thompson, N. L.; Levi, M.; Jacobson, K.; Gratton, E. Lipid Rafts Reconstituted in Model Membranes Biophys. J. 2001, 80, 1417-1428
13. Kim, H. M.; Choo, H.-J.; Jung, S.-Y.; Ko, Y.-G.; Park, W.-H.; Jeon, S.-J.; Kim, C. H.; Joo, T.; Cho, B. R. A Two-Photon Fluorescent Probe for Lipid Raft Imaging: C-Laurdan ChemBioChem 2007, 8, 553-559
14. Rhinehart, J. M.; Challa, J. R.; McCamant, D. W. Multimode Charge-Transfer Dynamics of 4-(Dimethylamino)Benzonitrile Probed with Ultraviolet Femtosecond Stimulated Raman Spectroscopy J. Phys. Chem. B 2012, 116, 10522-10534
15. Mennucci, B.; Caricato, M.; Ingrosso, F.; Cappelli, C.; Cammi, R.; Tomasi, J.; Scalmani, G.; Frisch, M. J. How the Environment Controls Absorption and Fluorescence Spectra of Prodan: A Quantum-Mechanical Study in Homogeneous and Heterogeneous Media J. Phys. Chem. B 2008, 112, 414-423
16. Schuddeboom, W.; Jonker, S. A.; Warman, J. M.; Leinhos, U.; Kuehnle, W.; Zachariasse, K. A. Excited-State Dipole Moments of Dual Fluorescent 4-(Dialkylamino)Benzonitriles: Influence of Alkyl Chain Length and Effective Solvent Polarity J. Phys. Chem. 1992, 96, 10809-10819
17. Il'ichev, Y. V.; Kuhnle, W.; Zachariasse, K. A. Intramolecular Charge Transfer in Dual Fluorescent 4-(Dialkylamino)Benzonitriles. Reaction Efficiency Enhancement by Increasing the Size of the Amino and Benzonitrile Subunits by Alkyl Substituents J. Phys. Chem. A 1998, 102, 5670-5680
18. 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, 3899-4031
19. Zachariasse, K. A.; Druzhinin, S. I.; Bosch, W.; Machinek, R. Intramolecular Charge Transfer with the Planarized 4-Aminobenzonitrile 1-tert-butyl-6-cyano-1,2,3,4-tetrahydroquinoline (NTC6) J. Am. Chem. Soc. 2004, 126, 1705-1715
20. Druzhinin, S. I.; Kovalenko, S. A.; Senyushkina, T. A.; Demeter, A.; Januskevicius, R.; Mayer, P.; Stalke, D.; Machinek, R.; Zachariasse, K. A. Intramolecular Charge Transfer with 4-Fluorofluorazene and the Flexible 4-Fluoro-N-phenylpyrrole J. Phys. Chem. A 2009, 113, 9304-9320
21. Gomez, I.; Reguero, M.; Boggio-Pasqua, M.; Robb, M. A. Intramolecular Charge Transfer in 4-Aminobenzonitriles Does Not Necessarily Need the Twist J. Am. Chem. Soc. 2005, 127, 7119-7129
22. Zilberg, S.; Haas, Y. The Nature of the Intramolecular Charge Transfer Excited State in P-Pyrrolocyanobenzene (Pbn) and Other Derivatives of Benzene Substituted by Electron Donor and Acceptor Groups J. Phys. Chem. A 2002, 106, 1-11
23. Cogan, S.; Zilberg, S.; Haas, Y. The Electronic Origin of the Dual Fluorescence in Donor-Acceptor Substituted Benzene Derivatives J. Am. Chem. Soc. 2006, 128, 3335-3345
24. Rosker, M. J.; Wise, F. W.; Tang, C. L. Femtosecond Relaxation Dynamics of Large Molecules Phys. Rev. Lett. 1986, 57, 321-324
25. Walmsley, I. A.; Mitsunaga, M.; Tang, C. L. Theory of Quantum Beats in Optical Transmission-Correlation and Pump-Probe Experiments for a General Raman Configuration Phys. Rev. A 1988, 38, 4681-4689
26. Chudoba, C.; Riedle, E.; Pfeiffer, M.; Elsaesser, T. Vibrational Coherence in Ultrafast Excited State Proton Transfer Chem. Phys. Lett. 1996, 263, 622-628
27. Lochbrunner, S.; Wurzer, A. J.; Riedle, E. Ultrafast Excited-State Proton Transfer and Subsequent Coherent Skeletal Motion of 2-(2′-Hydroxyphenyl) Benzothiazole J. Chem. Phys. 2000, 112, 10699-10702
28. Takeuchi, S.; Tahara, T. Coherent Nuclear Wavepacket Motions in Ultrafast Excited-State Intramolecular Proton Transfer: Sub-30-Fs Resolved Pump-Probe Absorption Spectroscopy of 10-Hydroxybenzo[H]Quinoline in Solution J. Phys. Chem. A 2005, 109, 10199-10207
29. Kim, C. H.; Joo, T. Coherent Excited State Intramolecular Proton Transfer Probed by Time-Resolved Fluorescence Phys. Chem. Chem. Phys. 2009, 11, 10266-10269
30. Hsieh, C.-C.; Chou, P.-T.; Shih, C.-W.; Chuang, W.-T.; Chung, M.-W.; Lee, J.; Joo, T. Comprehensive Studies on an Overall Proton Transfer Cycle of the Ortho-Green Fluorescent Protein Chromophore J. Am. Chem. Soc. 2011, 133, 2932-2943
31. Rosca, F.; Kumar, A. T. N.; Ye, X.; Sjodin, T.; Demidov, A. A.; Champion, P. M. Investigations of Coherent Vibrational Oscillations in Myoglobin J. Phys. Chem. A 2000, 104, 4280-4290
32. Wang, W.; Ye, X.; Demidov, A. A.; Rosca, F.; Sjodin, T.; Cao, W. X.; Sheeran, M.; Champion, P. M. Femtosecond Multicolor Pump-Probe Spectroscopy of Ferrous Cytochrome C J. Phys. Chem. B 2000, 104, 10789-10801
33. Schriever, C.; Barbatti, M.; Stock, K.; Aquino, A. J. A.; Tunega, D.; Lochbrunner, S.; Riedle, E.; de Vivie-Riedle, R.; Lischka, H. The Interplay of Skeletal Deformations and Ultrafast Excited-State Intramolecular Proton Transfer: Experimental and Theoretical Investigation of 10-Hydroxybenzo H Quinoline Chem. Phys. 2008, 347, 446-461
34. Higashi, M.; Saito, S. Direct Simulation of Excited-State Intramolecular Proton Transfer and Vibrational Coherence of 10-Hydroxybenzo[H]Quinoline in Solution J. Phys. Chem. Lett. 2011, 2, 2366-2371
35. Takeuchi, S.; Tahara, T. Femtosecond Absorption Study of Photodissociation of Diphenylcyclopropenone in Solution: Reaction Dynamics and Coherent Nuclear Motion J. Chem. Phys. 2004, 120, 4768-4776
36. Champion, P. M.; Rosca, F.; Ionascu, D.; Cao, W.; Ye, X. Rapid Timescale Processes and the Role of Electronic Surface Coupling in the Photolysis of Diatomic Ligands from Heme Proteins Faraday Discuss. 2004, 127, 123-135
37. Rhee, H.; Joo, T. Noncollinear Phase Matching in Fluorescence Upconversion Opt. Lett. 2005, 30, 96-98
38. Kim, C. H.; Joo, T. Ultrafast Time-Resolved Fluorescence by Two Photon Absorption Excitation Opt. Express 2008, 16, 20742-20747
39. Lobo, B. C.; Abelt, C. J. Does Prodan Possess a Planar or Twisted Charge-Transfer Excited State? Photophysical Properties of Two Prodan Derivatives J. Phys. Chem. A 2003, 107, 10938-10943
40. Davis, B. N.; Abelt, C. J. Synthesis and Photophysical Properties of Models for Twisted Prodan and Dimethylaminonaphthonitrile J. Phys. Chem. A 2005, 109, 1295-1298
41. Seidel, M.; Jethwa, J.; Vöhringer, P. On the Origin of the Dynamic Stokes Shift of Laurdan Molecules in Lipid Membranes Russ. Chem. Bull., Int. Ed. 2004, 53, 1471-1476
42. Sykora, J.; Kapusta, P.; Fidler, V.; Hof, M. On What Time Scale Does Solvent Relaxation in Phospholipid Bilayers Happen? Langmuir 2002, 18, 571-574
43. Barkhuijsen, H.; De Beer, R.; Bovee, W. M. M. J.; Van Ormondt, D. Retrieval of Frequencies, Amplitudes, Damping Factors, and Phases from Time-Domain Signals Using a Linear Least-Squares Procedure J. Magn. Reson. 1985, 61, 465-481
44. Wise, F. W.; Rosker, M. J.; Millhauser, G. L.; Tang, C. L. Application of Linear Prediction Least-Squares Fitting to Time-Resolved Optical Spectroscopy IEEE J. Quantum Electron. 1987, 23, 1116-1121
45. Reimers, J. R. A Practical Method for the Use of Curvilinear Coordinates in Calculations of Normal-Mode-Projected Displacements and Duschinsky Rotation Matrices for Large Molecules J. Chem. Phys. 2001, 115, 9103-9109
46. Nikolaev, A. E.; Myszkiewicz, G.; Berden, G.; Meerts, W. L.; Pfanstiel, J. F.; Pratt, D. W. Twisted Intramolecular Charge Transfer States: Rotationally Resolved Fluorescence Excitation Spectra of 4,4[Sup [Prime]]- Dimethylaminobenzonitrile in a Molecular Beam J. Chem. Phys. 2005, 122, 084309-10
47. Bird, R. G.; Neill, J. L.; Alstadt, V. J.; Young, J. W.; Pate, B. H.; Pratt, D. W. Ground State 14n Quadrupole Couplings in the Microwave Spectra of N,N′-Dimethylaniline and 4,4′-Dimethylaminobenzonitrile J. Phys. Chem. A 2011, 115, 9392-9398
48. Zheng, J. R.; Kwak, K. W.; Xie, J.; Fayer, M. D. Ultrafast Carbon-Carbon Single-Bond Rotational Isomerization in Room-Temperature Solution Science 2006, 313, 1951-1955
49. Foresman, J. B.; Frisch, A. Exploring Chemistry with Electronic Structure Methods: A Guide to Using Gaussian, 2 nd ed.; Gaussian: Pittsburgh, PA, 1996.
50. Rhinehart, J. M.; Mehlenbacher, R. D.; McCamant, D. Probing the Charge Transfer Reaction Coordinate of 4-(Dimethylamino)Benzonitrile with Femtosecond Stimulated Raman Spectroscopy J. Phys. Chem. B 2010, 114, 14646-14656