Electron, Hole, Singlet, and Triplet Energy Transfer in Photoexcited Porphyrin-Naphthalenediimide Dyads

Journal of Physical Chemistry B

Volumn 119, Issue 24, 2015, Pages 7308-7320

  Yushchenko, Oleksandr ^a   Hangarge, Rahul V ^b   Mosquera Vazquez, Sandra ^a   Boshale, Sheshanath V ^c   Vauthey, Eric ^a  

^a UNIVERSITY OF GENEVA   (Switzerland)

^b NORTH MAHARASHTRA UNIVERSITY   (India)

^c RMIT UNIVERSITY   (Australia)

Author keywords

[No Author keywords available]

Indexed keywords

ELECTRIC EXCITATION; ENERGY TRANSFER; EXCITATION ENERGY; GROUND STATE; PLASMA THEORY; PORPHYRINS; ZINC COMPOUNDS;

ELECTRONIC ENERGIES; ELECTRONIC EXCITED STATE; EXCITED-STATE DYNAMICS; GROUND STATE RECOVERY; INTER-SYSTEM CROSSINGS; OPTICAL SPECTROSCOPY; ORDERS OF MAGNITUDE; TRIPLET ENERGY TRANSFER;

EXCITED STATES;

IMIDE; NAPHTHALENE DERIVATIVE; NAPHTHALENEDIIMIDE; ORGANOMETALLIC COMPOUND; PORPHYRIN; ZINC;

CHEMICAL STRUCTURE; CHEMISTRY; ELECTRON; ENERGY TRANSFER; PHOTOCHEMISTRY; POROSITY; QUANTUM THEORY;

ELECTRONS; ENERGY TRANSFER; IMIDES; MOLECULAR STRUCTURE; NAPHTHALENES; ORGANOMETALLIC COMPOUNDS; PHOTOCHEMICAL PROCESSES; POROSITY; PORPHYRINS; QUANTUM THEORY; ZINC;

EID: 84934948052     PISSN: 15206106     EISSN: 15205207     Source Type: Journal    
DOI: 10.1021/jp5108685     Document Type: Article

References (104)

1. Sundström, V. Femtobiology Annu. Rev. Phys. Chem. 2008, 59, 53-77
2. van Grondelle, R.; Novoderezhkin, V. I. Photosynthesis: Quantum Design for a Light Trap Nature 2010, 463, 614-615
3. Hohmann-Marriott, M. F.; Blankenship, R. E. Evolution of Photosynthesis Annu. Rev. Plant Biol. 2011, 62, 515-548
4. Gust, D.; Moore, T. A.; Moore, A. L. Solar Fuels via Artificial Photosynthesis Acc. Chem. Res. 2009, 42, 1890-1898
5. Borgström, M.; Shaikh, N.; Johansson, O.; Anderlund, M. F.; Styring, S.; Aakermark, B.; Magnuson, A.; Hammarström, L. Light Induced Manganese Oxidation and Long-Lived Charge Separation in a Mn2II,II-RuII(bpy)3-Acceptor Triad J. Am. Chem. Soc. 2005, 127, 17504-17515
6. Wasielewski, M. R. M. Self-Assembly Strategies for Integrating Light Harvesting and Charge Separation in Artificial Photosynthetic Systems Acc. Chem. Res. 2009, 42, 1910-21
7. Grimm, B.; Schornbaum, J.; Jasch, H.; Trukhina, O.; Wessendorf, F.; Hirsch, A.; Torres, T.; Guldi, D. M. Step-by-Step Self-Assembled Hybrids that Feature Control over Energy and Charge Transfer Proc. Natl. Acad. Sci. U.S.A. 2012, 109, 15565-15571
8. Pellegrin, Y.; Odobel, F. Molecular Devices Featuring Sequential Photoinduced Charge Separations for the Storage of Multiple Redox Equivalents Coord. Chem. Rev. 2011, 255, 2578-2593
9. Sazanovich, I. V.; Alamiry, M. A. H.; Best, J.; Bennett, R. D.; Bouganov, O. V.; Davies, E. S.; Grivin, V. P.; Meijer, A. J. H. M.; Plyusnin, V. F.; Ronayne, K. L. Excited State Dynamics of a PtII Diimine Complex bearing a Naphthalene-Diimide Electron Acceptor Inorg. Chem. 2008, 47, 10432-10445
10. Bhosale, S.; Sisson, A. L.; Talukdar, P.; Fürstenberg, A.; Banerji, N.; Vauthey, E.; Bollot, G.; Mareda, J.; Röger, C.; Würthner, F. Photoproduction of Proton Gradients with Pi-Stacked Fluorophore Scaffolds in Lipid Bilayers Science 2006, 313, 84-86
11. Sakai, N.; Lista, M.; Kel, O.; Sakurai, S.-i.; Emery, D.; Mareda, J.; Vauthey, E.; Matile, S. Self-Organizing Surface-Initiated Polymerization: Facile Access to Complex Functional Systems J. Am. Chem. Soc. 2011, 133, 15224-15227
12. De Silva, P. A.; Uchiyama, S. Molecular Logic Gates and Luminescent Sensors Based on Photoinduced Electron Transfer Top. Curr. Chem. 2011, 300, 1-28
13. Tour, J. M. Molecular Electronics. Synthesis and Testing of Components Acc. Chem. Res. 2000, 33, 791-804
14. Ratner, M. A.; Jortner, J., Molecular Electronics: Some Directions. In Molecular Electronics, Ratner, M. A.; Jortner, J., Eds. Blackwell Science, Inc.: Oxford, 1997; p 5.
15. Holten, D.; Bocian, D. F.; Lindsey, J. S. Probing Electronic Communication in Covalently Linked Multiporphyrin Arrays. A Guide to the Rational Design of Molecular Photonics Devices Acc. Chem. Res. 2002, 35, 57-69
16. Masai, H.; Terao, J.; Seki, S.; Nakashima, S.; Kiguchi, M.; Okoshi, K.; Fujihara, T.; Tsuji, Y. Synthesis of One-Dimensional Metal-Containing Insulated Molecular Wire with Versatile Properties Directed toward Molecular Electronics Materials J. Am. Chem. Soc. 2014, 136, 1742-1745
17. Astruc, D.; Boisselier, E.; Ornelas, C. Dendrimers Designed for Functions: From Physical, Photophysical, and Supramolecular Properties to Applications in Sensing, Catalysis, Molecular Electronics, Photonics, and Nanomedicine Chem. Rev. 2010, 110, 1857-1959
18. Adams, D. M.; Brus, L.; Chidsey, C. E. D.; Creager, S.; Creutz, C.; Kagan, C. R.; Kamat, P. V.; Lieberman, M.; Lindsay, S.; Marcus, R. A. Charge Transfer in the Nanoscale: Current Status J. Phys. Chem. B 2003, 107, 6668-6697
19. Shibano, Y.; Imahori, H.; Sreearunothai, P.; Cook, A. R.; Miller, J. R. Conjugated Molecular Wire for Excitons J. Phys. Chem. Lett. 2010, 1, 1492-1496
20. Lammi, R. K.; Ambroise, A.; Balasubramanian, T.; Wagner, R. W.; Bocian, D. F.; Holten, D.; Lindsey, J. S. Structural Control of Photoinduced Energy Transfer between Adjacent and Distant Sites in Multiporphyrin Arrays J. Am. Chem. Soc. 2000, 122, 7579-7591
21. Van Patten, P. G.; Shreve, A. P.; Lindsey, J. S.; Donohoe, R. J. Energy-Transfer Modeling for the Rational Design of Multiporphyrin Light-Harvesting Arrays J. Phys. Chem. B 1998, 102, 4209-4216
22. Peng, X.; Aratani, N.; Takagi, A.; Matsumoto, T.; Kawai, T.; Hwang, I.-W.; Ahn, T. K.; Kim, F.; Osuka, A. A Dodecameric Porphyrin Wheel J. Am. Chem. Soc. 2004, 126, 4468-4469
23. Aratani, N.; Osuka, A.; Cho, H. S.; Kim, D. Photochemistry of Covalently-Linked Multi-Porphyrinic Systems J. Photochem. Photobiol. C 2002, 3, 25-52
24. Brodard, P.; Matzinger, S.; Vauthey, E.; Mongin, O.; Papamicaël, C.; Gossauer, A. Investigations of Electronic Energy Transfer Dynamics in Multiporphyrin Arrays J. Phys. Chem. A 1999, 103, 5858-5870
25. Morandeira, A.; Vauthey, E.; Schuwey, A.; Gossauer, A. Ultrafast Excited State Dynamics of Tri- and Hexaporphyrin Arrays J. Phys. Chem. A 2004, 108, 5741-5751
26. Yeow, E. K. L.; Ghiggino, K. P.; Reek, J. N. H.; Crossley, M. J.; Bosman, A. W.; Schenning, A. P. H. J.; Meijer, E. W. The Dynamics of Electronic Energy Transfer in Novel Multiporphyrin Functionalized Dendrimers: A Time-Resolved Fluorescence Anisotropy Study J. Phys. Chem. B 2000, 104, 2596-2606
27. O'Sullivan, M. C.; Sprafke, J. K.; Kondratuk, D. V.; Rinfray, C.; Claridge, T. D. W.; Saywell, A.; Blunt, M. O.; O'Shea, J. N.; Beton, P. H.; Malfois, M. Vernier Templating and Synthesis of a 12-Porphyrin Nano-Ring Nature 2011, 469, 72-75
28. Aratani, N.; Kim, D.; Osuka, A. Discrete Cyclic Porphyrin Arrays as Artificial Light-Harvesting Antenna Acc. Chem. Res. 2009, 42, 1922-1934
29. Imahori, H. Giant Multiporphyrin Arrays as Artificial Light-Harvesting Antennas J. Phys. Chem. B 2004, 108, 6130-6143
30. Kumble, R.; Palese, S.; Lin, V. S. Y.; Therien, M. J.; Hochstrasser, R. M. Ultrafast Dynamics of Higly Conjugated Porphyrin Arrays J. Am. Chem. Soc. 1998, 120, 11489-11498
31. Biemans, H. A. M.; Rowan, A. E.; Verhoeven, A.; Vanoppen, P.; Latterini, L.; Foekema, J.; Schenning, A. P. H. J.; Meijer, E. W.; deSchryver, F. C.; Nolte, R. J. M. Hexakis Porphyrinato Benzene. A New Class of Porphyrin Array J. Am. Chem. Soc. 1998, 120, 11054-11060
32. Kelley, R. F.; Goldsmith, R. H.; Wasielewski, M. R. Ultrafast Energy Transfer within Cyclic Self-Assembled Chlorophyll Tetramers J. Am. Chem. Soc. 2007, 129, 6384-6385
33. Diring, S.; Puntoriero, F.; Nastasi, F.; Campagna, S.; Ziessel, R. Star-Shaped Multichromophoric Arrays from Bodipy Dyes Grafted on Truxene Core J. Am. Chem. Soc. 2009, 131, 6108-6110
34. Ziessel, R.; Ulrich, G.; Haefele, A.; Harriman, A. An Artificial Light-Harvesting Array Constructed from Multiple Bodipy Dyes J. Am. Chem. Soc. 2013, 135, 11330-11344
35. Kaloudi-Chantzea, A.; Karakostas, N.; Pitterl, F.; Raptopoulou, C. P.; Glezos, N.; Pistolis, G. Efficient Supramolecular Synthesis of a Robust Circular Light-Harvesting Bodipy-Dye Based Array Chem. Commun. 2012, 48, 12213-12215
36. Foster, S.; Finlayson, C. E.; Keivanidis, P. E.; Huang, Y.-S.; Hwang, I.; Friend, R. H.; Otten, M. B. J.; Lu, L.-P.; Schwartz, E.; Nolte, R. J. M. Improved Performance of Perylene-Based Photovoltaic Cells Using Polyisocyanopeptide Arrays Macromolecules 2009, 42, 2023-2030
37. Schlosser, F.; Sung, J.; Kim, P.; Kim, D.; Wurthner, F. Excitation Energy Migration in Covalently Linked Perylene Bisimide Macrocycles Chem. Sci. 2012, 3, 2778-2785
38. Ahrens, M. J.; Sinks, L. E.; Rybtchinski, B.; Liu, W.; Jones, B. A.; Giaimo, J. M.; Gusev, A. V.; Goshe, A. J.; Tiede, D. M.; Wasielewski, M. R. Self-Assembly of Supramolecular Light-Harvesting Arrays from Covalent Multi-Chromophore Perylene-3,4:9,10-bis(dicarboximide) Building Blocks J. Am. Chem. Soc. 2004, 126, 8284-8294
39. Oesterling, I.; Muellen, K. Multichromophoric Polyphenylene Dendrimers: Toward Brilliant Light Emitters with an Increased Number of Fluorophores J. Am. Chem. Soc. 2007, 129, 4595-4605
40. Sakai, N.; Sisson, A. L.; Bürgi, T.; Matile, S. Zipper Assembly of Photoactive Rigid-Rod Naphthalenediimide-Stack Architectures on Gold Nanoparticles and Gold Electrode J. Am. Chem. Soc. 2007, 129, 15758-15759
41. Bhosale, R.; Kishore, R. S. K.; Ravikumar, V.; Kel, O.; Vauthey, E.; Sakai, N.; Matile, S. Zipper Assembly of SHJ Photosystems: Focus on Red Naphthalenediimides, Optoelectronic Finetuning and Topological Matching Chem. Sci. 2010, 1, 357-368
42. Sakai, N.; Mareda, J.; Vauthey, E.; Matile, S. Core-Substituted Naphthalenediimides Chem. Commun. 2010, 46, 4225-4237
43. Zieschang, F.; Schmiedel, A.; Holzapfel, M.; Ansorg, K.; Engels, B.; Lambert, C. Solvent Controlled Energy Transfer Processes in Triarylamine-Triazole Based Dendrimers J. Phys. Chem. C 2013, 117, 19816-19831
44. Vauthey, E. Photoinduced Symmetry-Breaking Charge Separation ChemPhysChem 2012, 13, 2001-2011
45. Giaimo, J. M.; Gusev, A. V.; Wasielewski, M. R. Excited-State Symmetry Breaking in Cofacial and Linear Dimers of a Green Perylenediimide Chlorophyll Analogue Leading to Ultrafast Charge Separation J. Am. Chem. Soc. 2002, 124, 8530-8531
46. Holman, M. W.; Yan, P.; Adams, D. M.; Westenhoff, S.; Silva, C. Ultrafast Spectroscopy of the Solvent Dependence of Electron Transfer in a Perylenebisimide Dimer J. Phys. Chem. A 2005, 109, 8548-8552
47. 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
48. Whited, M. T.; Djurovich, P. I.; Roberts, S. T.; Durrell, A. C.; Schlenker, C. W.; Bradforth, S. E.; Thompson, M. E. Singlet and Triplet Excitation Management in a Bichromophoric Near-Infrared-Phosphorescent BODIPY-Benzoporphyrin Platinum Complex J. Am. Chem. Soc. 2011, 133, 88-96
49. Li, F.; Yang, S. I.; Ciringh, Y.; Seth, J.; Martin, C. H., III; Singh, D. L.; Kim, D.; Birge, R. R.; Bocian, D. F.; Holten, D.; Lindsey, J. S. Design, Synthesis and Photodynamics of Light Harvesting Arrays Comprised of a Porphyrin and One, Two or Eight Boron-Dipyrrin Accessory Pigments J. Am. Chem. Soc. 1998, 120, 10001-10017
50. Iehl, J.; Nierengarten, J.-F.; Harriman, A.; Bura, T.; Ziessel, R. Artificial Light-Harvesting Arrays: Electronic Energy Migration and Trapping on a Sphere and between Spheres J. Am. Chem. Soc. 2012, 134, 988-998
51. Sautter, A.; Kaletas, B. K.; Schmid, D. G.; Dobrawa, R.; Zimine, M.; Jung, G.; Van Stokkum, I. H. M.; De Cola, L.; Williams, R. M.; Wuerthner, F. Ultrafast Energy-Electron Transfer Cascade in a Multichromophoric Light-Harvesting Molecular Square J. Am. Chem. Soc. 2005, 127, 6719-6729
52. Uetomo, A.; Kozaki, M.; Suzuki, S.; Yamanaka, K.-i.; Ito, O.; Okada, K. Efficient Light-Harvesting Antenna with a Multi-Porphyrin Cascade J. Am. Chem. Soc. 2011, 133, 13276-13279
53. D'Souza, F.; Wijesinghe, C. A.; El-Khouly, M. E.; Hudson, J.; Niemi, M.; Lemmetyinen, H.; Tkachenko, N. V.; Zandler, M. E.; Fukuzumi, S. Ultrafast Excitation Transfer and Charge Stabilization in a Newly Assembled Photosynthetic Antenna-Reaction Center Mimic Composed of Boron Dipyrrin, Zinc Porphyrin and Fullerene Phys. Chem. Chem. Phys. 2011, 13, 18168-18178
54. Röger, C.; Müller, M. G.; Lysetska, M.; Miloslavina, Y.; Holzwarth, A. R.; Würthner, F. Efficient Energy Transfer from Peripheral Chromophores to the Self-Assembled Zinc Chlorin Rod Antenna: A Bioinspired Light-Harvesting System to Bridge the Green Gap J. Am. Chem. Soc. 2006, 128, 6542-6543
55. Maligaspe, E.; Kumpulainen, T.; Subbaiyan, N. K.; Zandler, M. E.; Lemmetyinen, H.; Tkachenko, N. V.; D'Souza, F. Electronic Energy Harvesting Multi BODIPY-Zinc Porphyrin Dyads Accommodating Fullerene as Photosynthetic Composite of Antenna-Reaction Center Phys. Chem. Chem. Phys. 2010, 12, 7434-7444
56. Terazono, Y.; Kodis, G.; Liddell, P. A.; Garg, V.; Moore, T. A.; Moore, A. L.; Gust, D. Multiantenna Artificial Photosynthetic Reaction Center Complex J. Phys. Chem. B 2009, 113, 7147-7155
57. Kodis, G.; Terazono, Y.; Liddell, P. A.; Andréasson, J.; Garg, V.; Hambourger, M.; Moore, T. A.; Moore, A. L.; Gust, D. Energy and Photoinduced Electron Transfer in a Wheel-Shaped Artificial Photosynthetic Antenna-Reaction Center Complex J. Am. Chem. Soc. 2006, 128, 1818-1827
58. D'Souza, F.; Smith, P. M.; Zandler, M. E.; McCarty, A. L.; Itou, M.; Araki, Y.; Ito, O. Energy Transfer Followed by Electron Transfer in a Supramolecular Triad Composed of Boron Dipyrrin, Zinc Porphyrin, and Fullerene: A Model for the Photosynthetic Antenna-Reaction Center Complex J. Am. Chem. Soc. 2004, 126, 7898-7907
59. Guldi, D. M. Fullerene-Porphyrin Architecture; Photosynthetic Antenna and Reaction Center Model Chem. Soc. Rev. 2002, 31, 22-36
60. Kuclauskas, D.; Liddell, P. A.; Lin, S.; Johnson, T. E.; Weghorn, S. J.; Lindsey, J. S.; Moore, A. L.; Moore, T. A.; Gust, D. An Artificial Photosynthetic Antenna-Reaction Center Complex J. Am. Chem. Soc. 1999, 121, 8604-8614
61. Gust, D.; Moore, T. A.; Moore, A. L.; Macpherson, A. N.; Lopez, A.; DeGraziano, J. M.; Gouni, I.; Bittersmann, E.; Seely, G. R. Photoinduced Electron and Energy Transfer in Molecular Pentads J. Am. Chem. Soc. 1993, 115, 11141-11152
62. Palacios, R. E.; Kodis, G.; Gould, S. L.; de la Garza, L.; Brune, A.; Gust, D.; Moore, T. A.; Moore, A. L. Artificial Photosynthetic Reaction Centers: Mimicking Sequential Electron and Triplet-Energy Transfer ChemPhysChem 2005, 6, 2359-2370
63. Brown, K. E.; Veldkamp, B. S.; Co, D. T.; Wasielewski, M. R. Vibrational Dynamics of a Perylene-Perylenediimide Donor-Acceptor Dyad Probed with Femtosecond Stimulated Raman Spectroscopy J. Phys. Chem. Lett. 2012, 3, 2362-2366
64. Banerji, N.; Duvanel, G.; Perez-Velasco, A.; Maity, S.; Sakai, N.; Matile, S.; Vauthey, E. Excited-State Dynamics of Hybrid Multichromophoric Systems: Toward an Excitation Wavelength Control of the Charge Separation Pathways J. Phys. Chem. A 2009, 113, 8202-8212
65. Bandi, V.; El-Khouly, M. E.; Ohkubo, K.; Nesterov, V. N.; Zandler, M. E.; Fukuzumi, S.; D'Souza, F. Excitation-Wavelength-Dependent, Ultrafast Photoinduced Electron Transfer in Bisferrocene/BF2-Chelated-Azadipyrromethene/Fullerene Tetrads Chem. - Eur. J. 2013, 19, 7221-7230
66. Lembo, A.; Tagliatesta, P.; Guldi, D. M.; Wielopolski, M.; Nuccetelli, M. Porphyrin/Oligo-Ethynylenephenylene/Fullerene Triads: Synthesis and Electrochemical and Photophysical Characterization of the New Porphyrin-Oligo-PPE-Fullerene Systems J. Phys. Chem. A 2009, 113, 1779-1793
67. Villamaina, D.; Kelson, M. M. A.; Bhosale, S. V.; Vauthey, E. Excitation Wavelength Dependence of the Charge Separation Pathways in Tetraporphyrin-Naphthalene Diimide Pentads Phys. Chem. Chem. Phys. 2014, 16, 5188-5200
68. Gao, J.; Müller, P.; Wang, M.; Eckhardt, S.; Lauz, M.; Fromm, K. M.; Giese, B. Electron Transfer in Peptides: The Influence of Charged Amino Acids Angew. Chem., Int. Ed. 2011, 50, 1926-1930
69. Shin, Y.-g. K.; Newton, M. D.; Isied, S. S. Distance Dependence of Electron Transfer Across Peptides with Different Secondary Structures: The Role of Peptide Energetics and Electronic Coupling J. Am. Chem. Soc. 2003, 125, 3722-3732
70. Gao, X.; Qiu, W.; Yang, X.; Liu, Y.; Wang, Y.; Zhang, H.; Qi, T.; Liu, Y.; Lu, K.; Du, C. First Synthesis of 2,3,6,7-Tetrabromonaphthalene Diimide Org. Lett. 2007, 9, 3917-3920
71. Luguya, R.; Jaquinod, L.; Fronczek, F. R.; Vicente, M. G. H.; Smith, K. M. Synthesis and Reactions of Meso-(p-Nitrophenyl)Porphyrins Tetrahedron 2004, 60, 2757-2763
72. Muller, P.-A.; Högemann, C.; Allonas, X.; Jacques, P.; Vauthey, E. Deuterium Isotope Effect on the Charge Recombination Dynamics of Contact Ion Pairs Formed by Electron Transfer Quenching in Acetonitrile Chem. Phys. Lett. 2000, 326, 321-327
73. Fürstenberg, A.; Vauthey, E. Excited State Dynamics of the Fluorescent Probe Lucifer Yellow in Liquid Solutions in in Heterogeneous Media Photochem. Photobiol. Sci. 2005, 4, 260-267
74. Morandeira, A.; Engeli, L.; Vauthey, E. Ultrafast Charge Recombination of Photogenerated Ion Pairs to an Electronic Excited State J. Phys. Chem. A 2002, 106, 4833-4837
75. Duvanel, G.; Grilj, J.; Chaumeil, H.; Jacques, P.; Vauthey, E. Ultrafast Excited-State Dynamics of a Series of Zwitterionic Pyridinium Phenoxides with Increasing Sterical Hindering Photochem. Photobiol. Sci. 2010, 9, 908-915
76. Duvanel, G.; Banerji, N.; Vauthey, E. Excited-State Dynamics of Donor-Acceptor Bridged Systems Containing a Boron-Dipyrromethene Chromophore: Interplay between Charge Separation and Reorientational Motion J. Phys. Chem. A 2007, 111, 5361-5369
77. Lang, B.; Mosquera-Vazquez, S.; Lovy, D.; Sherin, P.; Markovic, V.; Vauthey, E. Broadband Ultraviolet-Visible Transient Absorption Spectroscopy in the Nanosecond to Microsecond Time Domain with Sub-Nanosecond Time Resolution Rev. Sci. Instrum. 2013, 84, 073107-073108
78. Perdew, J. P. Density-Functional Approximation for the Correlation Energy of the Inhomogeneous Electron Gas Phys. Rev. B 1986, 33, 8822-8824
79. Bauernschmitt, R.; Ahlrichs, R. Treatment of Electronic Excitations within the Adiabatic Approximation of Time Dependent Density Functional Theory Chem. Phys. Lett. 1996, 256, 454-464
80. 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 C1; Gaussian, Inc.: Wallingford, CT, 2010.
81. Eng, M. P.; Ljungdahl, T.; Ma¥rtensson, J.; Albinsson, B. Triplet Excitation Energy Transfer in Porphyrin-Based Donor-Bridge-Acceptor Systems with Conjugated Bridges of Varying Length: An Experimental and DFT Study J. Phys. Chem. B 2006, 110, 6483-6491
82. Banerji, N.; Bhosale, S. V.; Petkova, I.; Langford, S. J.; Vauthey, E. Ultrafast Excited-State Dynamics of Strongly Coupled Porphyrin/Core-Substituted-Naphthalenediimide Dyads Phys. Chem. Chem. Phys. 2011, 13, 1019-1029
83. Pigliucci, A.; Duvanel, G.; Daku, L. M. L.; Vauthey, E. Investigation of the Influence of Solute-solvent Interactions on the Vibrational Energy Relaxation Dynamics of Large Molecules in Liquids' J. Phys. Chem. A 2007, 111, 6135-6145
84. Yu, H.-Z.; Baskin, J. S.; Zewail, A. H. Ultrafast Dynamics of Porphyrins in the Condensed Phase: II. Zinc Tetraphenylporphyrin J. Phys. Chem. A 2002, 106, 9845-9854
85. Liu, X.; Tripathy, U.; Bhosale, S. V.; Langford, S. J.; Steer, R. P. Photophysics of Soret-Excited Tetrapyrroles in Solution. II. Effects of Perdeuteration, Substituent Nature and Position, and Macrocycle Structure and Conformation in Zinc(II) Porphyrins J. Phys. Chem. A 2008, 112, 8986-8998
86. Cho, H. S.; Jeong, D. H.; Yoon, M.-C.; Kim, Y. H.; Kim, Y.-R.; Kim, D.; Jeoung, S. C.; Kim, S. K.; Aratani, N.; Shinmori, H. Excited-State Energy Transfer Processes in Phenylene- and Biphenylene-Linked and Directly-Linked Zinc(II) and Free-Base Hybrid Diporphyrins J. Phys. Chem. A 2001, 105, 4200-4210
87. Villamaina, D.; Bhosale, S.; Langford, S. J.; Vauthey, E. Excited-State Dynamics of Porphyrin-Naphthalenediimide-Porphyrin Triads Phys. Chem. Chem. Phys. 2013, 15, 1177-1187
88. Ohno, O.; Kaizu, Y.; Kobayashi, H. Luminescence of some Metalloporphins Including the Complexes of the IIIb Metal Group J. Chem. Phys. 1985, 82, 1779-1787
89. Baskin, J. S.; Yu, H.-Z.; Zewail, A. H. Ultrafast Dynamics of Porphyrins in the Condensed Phase: I. Free Base Tetraphenylporphyrin J. Phys. Chem. A 2002, 106, 9837-9844
90. Grilj, J.; Laricheva, E. N.; Olivucci, M.; Vauthey, E. Fluorescence of Radical Ions in Liquid Solution: Wurster's Blue as a Case Study Angew. Chem., Int. Ed. 2011, 50, 4496-4498
91. Grilj, J.; Zonca, C.; Daku, L. M. L.; Vauthey, E. Photophysics of the Galvinoxyl Free Radical Revisited Phys. Chem. Chem. Phys. 2012, 14, 6345-6351
92. van Stokkum, I. H. M.; Larsen, D. S.; van Grondelle, R. Global and Target Analysis of Time-Resolved Spectra Biochim. Biophys. Acta, Bioenerg. 2004, 1657, 82-104
93. Rosspeintner, A.; Lang, B.; Vauthey, E. Ultrafast Photochemistry in Liquids Annu. Rev. Phys. Chem. 2013, 64, 247-271
94. Okhrimenko, A. N.; Gusev, A. V.; Rodgers, M. A. J. Excited State Relaxation Dynamics of the Zinc(II) Tetraphenylporphine Cation Radical J. Phys. Chem. A 2005, 109, 7653-7656
95. Petersson, J.; Eklund, M.; Davidsson, J.; Hammarström, L. Ultrafast Electron Transfer Dynamics of a Zn(II)porphyrin/Viologen Complex Revisited: S2 vs S1 Reactions and Survival of Excess Excitation Energy J. Phys. Chem. B 2010, 114, 14329-14338
96. Högemann, C.; Vauthey, E. Investigation of the Competition between Electron and Energy Transfer in the Quenching of Aromatic Ketones in the Triplet State Using Picosecond Transient Grating Spectroscopy J. Phys. Chem. A 1998, 102, 10051-10059
97. Gosztola, D.; Niemczik, M. P.; Svec, W.; Lukas, A. S.; Wasielewski, M. R. Excited Doublet States of Electrochemically Generated Aromatic Imide and Diimide Radical Anions J. Phys. Chem. A 2000, 104, 6545-6551
98. Pineiro, M.; Carvalho, A. L.; Pereira, M. M.; Gonsalves, A. M. d. A. R.; Arnaut, L. G.; Formosinho, S. J. Photoacoustic Measurements of Porphyrin Triplet-State Quantum Yields and Singlet-Oxygen Efficiencies Chem. - Eur. J. 1998, 4, 2299-2307
99. Weller, A. Photoinduced Electron Rransfer in Solutions: Exciplex and Radical Ion Pair Formation Free Enthalpies and their Solvent Dependence Z. Phys. Chem. N.F. 1982, 133, 93-98
100. Förster, T. Intermolecular energy transfer and fluorescence Ann. Physik 1948, 2, 55-75
101. Dexter, D. L. A Theory of Sensitized Luminescence in Solids J. Chem. Phys. 1953, 21, 836-850
102. Pullerits, T.; Hess, S.; Herek, J. L.; Sundström, V. Temperature Dependence of Excitation Transfer in LH2 of Rhodobacter Sphaeroides J. Phys. Chem. B 1997, 101, 10560-10567
103. Perrin, M. H.; Gouterman, M.; Perrin, C. L. Vibronic Coupling. VI. Vibronic Borrowing in Cyclic Polyenes and Porphyrin J. Chem. Phys. 1969, 50, 4137-4150
104. Closs, G. L.; Johnson, M. D.; Miller, J. R.; Piotrowiak, P. A Connection between Intramolecular Long-Range Electron, Hole and Triplet Energy Transfer J. Am. Chem. Soc. 1989, 111, 3751-3753