Structural dynamics and charge transfer in electronically excited N, N ′-dimethylpiperazine

Journal of Physical Chemistry Letters

Volumn 4, Issue 16, 2013, Pages 2780-2784

  Deb, Sanghamitra ^a,b   Cheng, Xinxin ^b   Weber, Peter M ^a  

^a BROWN UNIVERSITY   (United States)

^b DUKE UNIVERSITY   (United States)

Author keywords

charge transfer; excited states; photoelectron spectroscopy; structural dynamics

Indexed keywords

CONFORMERIC STRUCTURES; INTERNAL CONVERSIONS; LOCALIZED CHARGE; MOLECULAR SKELETON; POTENTIAL ENERGY LANDSCAPES; STRUCTURAL DEFORMATION; STRUCTURAL MOTION; TIME-RESOLVED PHOTOELECTRON SPECTROSCOPY;

ATOMS; CHARGE TRANSFER; EXCITED STATES; PHOTOELECTRON SPECTROSCOPY; STRUCTURAL DYNAMICS;

NITROGEN;

EID: 84882344733     PISSN: None     EISSN: 19487185     Source Type: Journal    
DOI: 10.1021/jz401499q     Document Type: Article

References (25)

1. Moser, C. C.; Keske, J. M.; Warncke, K.; Farid, R. S.; Dutton, P. L. Nature of Biological Electron-Transfer Nature 1992, 355, 796-802
2. Wasielewski, M. R. Energy, Charge, and Spin Transport in Molecules and Self-Assembled Nanostructures Inspired By Photosynthesis J. Org. Chem. 2006, 71, 5051-5066
3. Zewail, A. H. Femtochemistry: Atomic-Scale Dynamics of the Chemical Bond J. Phys. Chem. A 2000, 104, 5660-5694
4. Halls, J. J. M.; Cornil, J.; dos Santos, D. A.; Silbey, R.; Hwang, D. H.; Holmes, A. B.; Bredas, J. L.; Friend, R. H. Charge- and Energy-Transfer Processes at Polymer/Polymer Interfaces: A Joint Experimental and Theoretical Study Phys. Rev. B 1999, 60, 5721-5727
5. Newton, M. D. Quantum Chemical Probes of Electron-Transfer Kinetics-the Nature of Donor-Acceptor Interactions Chem. Rev. 1991, 91, 767-792
6. Halpern, A. M.; Gartman, T. Structural Effects on Photophysical Processes in Saturated Amines 0.2 J. Am. Chem. Soc. 1974, 96, 1393-1398
7. Halpern, A. M.; Ramachandran, B. R.; Sharma, S. Structural Effects on Photophysical Processes in Saturated Amines 0.6. Excited-State Interactions in Piperazine Derivatives J. Phys. Chem. 1982, 86, 2049-2052
8. Brouwer, A. M.; Mout, R. D.; van den Brink, P. H. M.; van Ramesdonk, H. J.; Verhoeven, J. W.; Warman, J. M.; Jonker, S. A. Charge Separation in the Excited State Electron Donor-Acceptor Compounds Containing the Piperazine Moiety Chem. Phys. Lett. 1991, 180, 556-562
9. Brouwer, A. M.; Zwier, J. M.; Svendsen, C.; Mortensen, O. S.; Langkilde, F. W.; Wilbrandt, R. Radical Cation of N,N′-Dimethylpiperazine: Dramatic Structural Effects of Orbital Interactions Through Bonds J. Am. Chem. Soc. 1998, 120, 3748-3757
10. Verevkin, S. P. Thermochemistry of Amines: Strain in Six-Membered Rings from Experimental Standard Molar Enthalpies of Formation of Morpholines and Piperazines J. Chem. Thermodyn. 1998, 30, 1069-1079
11. Anet, F. A. L.; Yavari, I. Conformational Equilibrium in N,N′-Dimethylpiperazine Tetrahedron Lett. 1976, 17, 2093-2096
12. Lett, R. G.; Petrakis, L.; Ellis, A. F.; Jensen, R. K. Nuclear Magnetic Resonance Spectral Parameters and Ring Interconversion of a Series of Piperazines J. Phys. Chem. 1970, 74, 2816-2822
13. Davis, M.; Hassel, O. Electron Diffraction Investigation of Molecules Containing a Cyclohexane Type 6-Membered Ring Acta Chem. Scand. 1963, 17, 1181
14. Nelsen, S. F.; Buschek, J. M. Photoelectron-Spectra of Some Cyclic Diamines and Polyamines-Lone Pair-Lone Pair Interaction in 1,3-Diamines and 1,4-Diamines J. Am. Chem. Soc. 1974, 96, 7930-7934
15. Spanka, G.; Rademacher, P. Transannular Interactions in Difunctional Medium Rings. 1. The n/.pi. Interactions in Cyclic Amino Ketones and Amino Alkenes Studied by Photoelectron Spectroscopy J. Org. Chem. 1986, 51, 592-596
16. Gosselin, J. L.; Weber, P. M. Rydberg Fingerprint Spectroscopy: A New Spectroscopic Tool with Local and Global Structural Sensitivity J. Phys. Chem. A 2005, 109, 4899-4904
17. Kuthirummal, N.; Weber, P. M. Rydberg States: Sensitive Probes of Molecular Structure Chem. Phys. Lett. 2003, 378, 647-653
18. Bush, J. C.; Minitti, M. P.; Weber, P. M. Dissociative Energy Flow, Vibrational Energy Redistribution, and Conformeric Structural Dynamics in Bifunctional Amine Model Systems J. Phys. Chem. A 2010, 114, 11078-11084
19. Minitti, M. P.; Weber, P. M. Time-Resolved Conformational Dynamics in Hydrocarbon Chains Phys. Rev. Lett. 2007, 98, 253004
20. Deb, S.; Minitti, M. P.; Weber, P. M. Structural Dynamics and Energy Flow in Rydberg-Excited Clusters of N,N-Dimethylisopropylamine J. Chem. Phys. 2011, 135, 044319
21. Minitti, M. P.; Cardoza, J. D.; Weber, P. M. Rydberg Fingerprint Spectroscopy of Hot Molecules: Structural Dispersion in Flexible Hydrocarbons J. Phys. Chem. A 2006, 110, 10212-10218
22. Gosselin, J. L.; Minitti, M. P.; Rudakov, F. M.; Solling, T. I.; Weber, P. M. Energy flow and Fragmentation Dynamics of N,N-Dimethylisopropylamine J. Phys. Chem. A 2006, 110, 4251-4255
23. Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Scuseria, G. E.; Robb, M. A.; Cheeseman, J. R.; Scalmani, G.; Barone, V.; Mennucci, B.; Petersson, G. A. Gaussian 09, revision C.01; Gaussian, Inc.: Wallingford, CT, 2009.
24. Kim, B. J.; Thantu, N.; Weber, P. M. High-Resolution Photoelectron- Spectroscopy-the Vibrational-Spectrum of the 2-Aminopyridine Cation J. Chem. Phys. 1992, 97, 5384-5391
25. Cheng, W.; Kuthirummal, N.; Gosselin, J. L.; Solling, T. I.; Weinkauf, R.; Weber, P. M. Control of Local Ionization and Charge Transfer in the Bifunctional Molecule 2-Phenylethyl-N,N-Dimethylamine Using Rydberg Fingerprint Spectroscopy J. Phys. Chem. A 2005, 109, 1920-1925