Calculating Electron-Transfer Coupling with Density Functional Theory: The Long-Range-Corrected Density Functionals

Journal of Physical Chemistry B

Volumn 119, Issue 24, 2015, Pages 7480-7490

  You, Zhi Qiang ^a,b   Hung, Yi Chen ^a,b   Hsu, Chao Ping ^a  

^a INSTITUTE OF CHEMISTRY   (Taiwan)

^b OHIO STATE UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CHARGE TRANSFER; COUPLINGS; DESIGN FOR TESTABILITY; ELECTRON AFFINITY; ELECTRON TRANSITIONS; IONIZATION POTENTIAL; MOLECULAR PHYSICS; NUMERICAL METHODS; SEPARATION;

CHARGE TRANSFER STATE; DENSITY FUNCTIONALS; EXCHANGE POTENTIALS; HARTREE-FOCK EXCHANGES; KOHN-SHAM ORBITALS; PHOTOINDUCED CHARGE TRANSFER; SEPARATION PARAMETERS; TRANSFER PROBLEMS;

DENSITY FUNCTIONAL THEORY;

EID: 84934944493     PISSN: 15206106     EISSN: 15205207     Source Type: Journal    
DOI: 10.1021/jp511216c     Document Type: Article

References (93)

1. Hohenberg, P.; Kohn, W. Inhomogeneous Electron Gas Phys. Rev. 1964, 136, B864-B871
2. Kohn, W.; Sham, L. J. Self-Consistent Equations Including Exchange and Correlation Effects Phys. Rev. 1965, 140, A1133-A1138
3. Langreth, D. C.; Mehl, M. J. Beyond the Local-Density Approximation in Calculations of Ground-State Electronic Properties Phys. Rev. B 1983, 28, 1809-1834
4. Becke, A. D. Density-Functional Exchange-Energy Approximation with Correct Asymptotic Behavior Phys. Rev. A 1988, 38, 3098-3100
5. Perdew, J. P.; Burke, K.; Ernzerhof, M. Generalized Gradient Approximation Made Simple Phys. Rev. Lett. 1996, 77, 3865-3868
6. Perdew, J. P.; Kurth, S.; Zupan, A.; Blaha, P. Accurate Density Functional with Correct Formal Properties: A Step Beyond the Generalized Gradient Approximation Phys. Rev. Lett. 1999, 82, 2544-2547
7. Tao, J.; Perdew, J. P.; Staroverov, V. N.; Scuseria, G. E. Climbing the Density Functional Ladder: Nonempirical Meta-Generalized Gradient Approximation Designed for Molecules and Solids Phys. Rev. Lett. 2003, 91, 146401-1-4
8. Becke, A. D. Density-Functional Thermochemistry. III. the Role of Exact Exchange J. Chem. Phys. 1993, 98, 5648-5652
9. Perdew, J. P.; Ernzerhof, M.; Burke, K. Rationale for Mixing Exact Exchange with Density Functional Approximations J. Chem. Phys. 1996, 105, 9982-9985
10. Adamo, C.; Barone, V. Toward Reliable Density Functional Methods Without Adjustable Parameters: The PBE0Model J. Chem. Phys. 1999, 110, 6158-6170
11. Grimme, S. Semiempirical Hybrid Density Functional with Perturbative Second-Order Correlation J. Chem. Phys. 2006, 124, 034108
12. Tarnopolsky, A.; Karton, A.; Sertchook, R.; Vuzman, D.; Martin, J. M. L. Double-Hybrid Functionals for Thermochemical Kinetics J. Phys. Chem. A 2007, 112, 3-8
13. Zhang, Y.; Xu, X.; Goddard, W. A. Doubly Hybrid Density Functional for Accurate Descriptions of Nonbond Interactions, Thermochemistry, and Thermochemical Kinetics Proc. Natl. Acad. Sci. U. S. A. 2009, 106, 4963-4968
14. Chai, J.-D.; Head-Gordon, M. Long-Range Corrected Double-Hybrid Density Functionals J. Chem. Phys. 2009, 131, 174105
15. van Leeuwen, R.; Baerends, E. J. Exchange-Correlation Potential with Correct Asymptotic Behavior Phys. Rev. A 1994, 49, 2421-2431
16. Recent Advances in Density Functional Methods Part I; Chong, D. P., Ed.; Recent Advances in Computational Chemistry; World Scientific Publishing: Singapore; Vol 1, 1995.
17. Tozer, D. J.; Handy, N. C. The Development of New Exchange-Correlation Functionals J. Chem. Phys. 1998, 108, 2545
18. Tozer, D. J.; Handy, N. C. Improving Virtual Kohn-Sham Orbitals and Eigenvalues: Application to Excitation Energies and Static Polarizabilities J. Chem. Phys. 1998, 109, 10180
19. Casida, M. E.; Jamoski, C.; Casida, K. C.; Salahub, D. R. Molecular Excitation Energies to High-Lying Bound States from Time-DependentDensity-FunctionalResponseTheory: Characterization and Correction of the Time-Dependent Local Density Approximation Ionization Threshold J. Chem. Phys. 1998, 108, 4439
20. Casida, M. E.; Salahub, D. R. Asymptotic Correction Approach to Improving Approximate Exchange-Correlation Potentials: Time-Dependent Density-Functional Theory Calculations of Molecular Excitation Spectra J. Chem. Phys. 2000, 113, 8918-8935
21. Dreuw, A.; Weisman, J. L.; Head-Gordon, M. Long-Range Charge-Transfer Excited States in Time-Dependent Density Functional Theory Require Non-Local Exchange J. Chem. Phys. 2003, 119, 2943-2946
22. Dreuw, A.; Head-Gordon, M. Failure of Time-Dependent Density Functional Theory for Long-Range Charge-Transfer Excited States: The Zincbacteriochlorin-Bacteriochlorin and Bacteriochlorophyll-Spheroidene Complexes J. Am. Chem. Soc. 2004, 126, 4007-4016
23. Tozer, D. J. Relationship Between Long-Range Charge-Transfer Excitation Energy Error and Integer Discontinuity in Kohn-Sham Theory J. Chem. Phys. 2003, 119, 12697-12699
24. Gritsenko, O.; Schipper, P.; Baerends, E. Approximation of the Exchange-Correlation Kohn-Sham Potential with a Statistical Average of Different Orbital Model Potentials Chem. Phys. Lett. 1999, 302, 199-207
25. Gritsenko, O. V.; Schipper, P. R. T.; Baerends, E. J. Ensuring Proper Short-Range and Asymptotic Behavior of the Exchange-Correlation Kohn-Sham Potential by Modeling with a Statistical Average of Different Orbital Model Potentials Int. J. Quantum Chem. 2000, 76, 407-419
26. Schipper, P. R. T.; Gritsenko, O. V.; van Gisbergen, S. J. A.; Baerends, E. J. Molecular Calculations of Excitation Energies and (hyper)polarizabilities with a Statistical Average of Orbital Model Exchange-Correlation Potentials J. Chem. Phys. 2000, 112, 1344-1352
27. Leininger, T.; Stoll, H.; Werner, H.-J.; Savin, A. Combining Long-Range Configuration Interaction with Short-Range Density Functionals Chem. Phys. Lett. 1997, 275, 151-160
28. Iikura, H.; Tsuneda, T.; Yanai, T.; Hirao, K. A Long-Range Correction Scheme for Generalized-Gradient-Approximation Exchange Functionals J. Chem. Phys. 2001, 115, 3540-3544
29. Henderson, T. M.; Janesko, B. G.; Scuseria, G. E. Generalized Gradient Approximation Model Exchange Holes for Range-Separated Hybrids J. Chem. Phys. 2008, 128, 194105
30. Tawada, Y.; Tsuneda, T.; Yanagisawa, S.; Yanai, T.; Hirao, K. A Long-Range-Corrected Time-Dependent Density Functional Theory J. Chem. Phys. 2004, 120, 8425-8433
31. Lange, A. W.; Herbert, J. M. Both Intra- and Interstrand Charge-Transfer Excited States in Aqueous B-DNa Are Present at Energies Comparable To, or Just Above, the 1ππ∗ Excitonic Bright States J. Am. Chem. Soc. 2009, 131, 3913-3922
32. Stein, T.; Kronik, L.; Baer, R. Reliable Prediction of Charge Transfer Excitations in Molecular Complexes Using Time-Dependent Density Functional Theory J. Am. Chem. Soc. 2009, 131, 2818-2820
33. Minami, T.; Nakano, M.; Castet, F. Nonempirically Tuned Long-Range Corrected Density Functional Theory Study on Local and Charge-Transfer Excitation Energies in a Pentacene/C60 Model Complex J. Phys. Chem. Lett. 2011, 2, 1725-1730
34. Vydrov, O. A.; Heyd, J.; Krukau, A. V.; Scuseria, G. E. Importance of Short-Range Versus Long-Range Hartree-Fock Exchange for the Performance of Hybrid Density Functionals J. Chem. Phys. 2006, 125, 074106
35. Vydrov, O. A.; Scuseria, G. E. Assessment of a Long-Range Corrected Hybrid Functional J. Chem. Phys. 2006, 125, 234109
36. Rohrdanz, M. A.; Herbert, J. M. Simultaneous Benchmarking of Ground- and Excited-State Properties with Long-Range-Corrected Density Functional Theory J. Chem. Phys. 2008, 129, 034107
37. Rohrdanz, M. A.; Martins, K. M.; Herbert, J. M. A Long-Range-Corrected Density Functional That Performs Well for Both Ground-State Properties and Time-Dependent Density Functional Theory Excitation Energies, Including Charge-Transfer Excited States J. Chem. Phys. 2009, 130, 054112
38. Hsu, C.-P. The Electronic Couplings in Electron Transfer and Excitation Energy Transfer Acc. Chem. Res. 2009, 42, 509-518
39. Rust, M.; Lappe, J.; Cave, R. J. Multistate Effects in Calculations of the Electronic Coupling Element for Electron Transfer Using the Generalized Mulliken-Hush Method J. Phys. Chem. A 2002, 106, 3930-3940
40. Chen, H. C.; Hsu, C. P. Ab Initio Characterization of Electron Transfer Coupling in Photoinduced Systems: Generalized Mulliken-Hush with Configuration-Interaction Singles J. Phys. Chem. A 2005, 109, 11989-11995
41. Rodriguez-Monge, L.; Larsson, S. Conductivity in Polyacetylene. 3. Ab Initio Calculations for a Two-Site Model for Electron Transfer J. Phys. Chem. 1996, 100, 6298-6303
42. You, Z. Q.; Shao, Y. H.; Hsu, C. P. Calculating Electron Transfer Couplings by the Spin-Flip Approach: Energy Splitting and Dynamical Correlation Effects Chem. Phys. Lett. 2004, 390, 116-123
43. Pieniazek, P. A.; Arnstein, S. A.; Bradforth, S. E.; Krylov, A. I.; Sherrill, C. D. Benchmark Full Configuration Interaction and Equation-Of-Motion Coupled-Cluster Model with Single and Double Substitutions for Ionized Systems Results for Prototypical Charge Transfer Systems: Noncovalent Ionized Dimers J. Chem. Phys. 2007, 127, 164110
44. Yang, C. H.; Hsu, C. P. The Dynamical Correlation in Spacer-Mediated Electron Transfer Couplings J. Chem. Phys. 2006, 124, 244507
45. Senthilkumar, K.; Grozema, F. C.; Bickelhaupt, F. M.; Siebbeles, L. D. A. Charge Transport in Columnar Stacked Triphenylenes: Effects of Conformational Fluctuations on Charge Transfer Integrals and Site Energies J. Chem. Phys. 2003, 119, 9809-9817
46. Senthilkumar, K.; Grozema, F. C.; Guerra, C. F.; Bickelhaupt, F. M.; Lewis, F. D.; Berlin, Y. A.; Ratner, M. A.; Siebbeles, L. D. A. Absolute Rates of Hole Transfer in DNA J. Am. Chem. Soc. 2005, 127, 14894-14903
47. Valeev, E. F.; Coropceanu, V.; da Silva Filho, D. A.; Salman, S.; Brédas, J.-L. Effect of Electronic Polarization on Charge-Transport Parameters in Molecular Organic Semiconductors J. Am. Chem. Soc. 2006, 128, 9882-9886
48. Sutton, C.; Sears, J. S.; Coropceanu, V.; Brédas, J.-L. Understanding the Density Functional Dependence of DFT-Calculated Electronic Couplings in Organic Semiconductors J. Phys. Chem. Lett. 2013, 919-924
49. Baer, R.; Neuhauser, D. Density Functional Theory with Correct Long-Range Asymptotic Behavior Phys. Rev. Lett. 2005, 94, 043002
50. Livshits, E.; Baer, R. A Well-Tempered Density Functional Theory of Electrons in Molecules Phys. Chem. Chem. Phys. 2007, 9, 2932-2941
51. Marcus, R. A.; Sutin, N. Electron Transfer in Chemistry and Biology Biochem. Biophys. Acta 1985, 811, 265
52. Newton, M. D. Quantum Chemical Probes of Electron-Transfer Kinetics: The Nature of Donor-Acceptor Interactions Chem. Rev. 1991, 91, 767-792
53. Jordan, K. D.; Paddon-Row, M. N. Long-Range Interactions in a Series of Rigid Nonconjugated Dienes. 1. Distance Dependence of the π+, π- and π+, π-∗ Splittings Determined from Ab Initio Calculations J. Phys. Chem. 1992, 96, 1188-1196
54. Voityuk, A. A.; Rösch, N. Fragment Charge Difference Method for Estimating Donor-Acceptor Electronic Coupling: Application to DNa π-Stacks J. Chem. Phys. 2002, 117, 5607-5616
55. Koopmans, T. Über Die Zuordnung Von Wellenfunktionen Und Eigenwerten Zu Den Einzelnen Elektronen Eines Atoms Physica 1934, 1, 104-113
56. Lin, B. C.; Cheng, C. P.; You, Z. Q.; Hsu, C. P. Charge Transport Properties of Tris(8-Hydroxyquinolinato)aluminum(III): Why It Is an Electron Transporter J. Am. Chem. Soc. 2005, 127, 66-67
57. Janak, J. F. Proof That - E /- N i = ε in Density-Functional Theory Phys. Rev. B 1978, 18, 7165-7168
58. Perdew, J. P.; Parr, R. G.; Levy, M.; Balduz, J.; Jose, L. Density-Functional Theory for Fractional Particle Number: Derivative Discontinuities of the Energy Phys. Rev. Lett. 1982, 49, 1691-1694
59. Levy, M.; Perdew, J. P.; Sahni, V. Exact Differential Equation for the Density and Ionization Energy of a Many-Particle System Phys. Rev. A 1984, 30, 2745-2748
60. Almbladh, C.-O.; von Barth, U. Exact Results for the Charge and Spin Densities, Exchange-Correlation Potentials, and Density-Functional Eigenvalues Phys. Rev. B 1985, 31, 3231-3244
61. Chong, D. P.; Gritsenko, O. V.; Baerends, E. J. Interpretation of the Kohn-Sham Orbital Energies As Approximate Vertical Ionization Potentials J. Chem. Phys. 2002, 116, 1760-1772
62. Gritsenko, O. V.; Baerends, E. J. The Analog of Koopmans" Theorem in Spin-Density Functional Theory J. Chem. Phys. 2002, 117, 9154-9159
63. Gritsenko, O. V.; Braïda, B.; Baerends, E. J. Physical Interpretation and Evaluation of the Kohn-Sham and Dyson Components of the ε-I Relations Between the Kohn-Sham Orbital Energies and the Ionization Potentials J. Chem. Phys. 2003, 119, 1937-1950
64. Salzner, U.; Baer, R. Koopmans" Springs to Life J. Chem. Phys. 2009, 131, 231101
65. Tsuneda, T.; Song, J.-W.; Suzuki, S.; Hirao, K. On Koopmans" Theorem in Density Functional Theory J. Chem. Phys. 2010, 133, 174101
66. Seidl, A.; Görling, A.; Vogl, P.; Majewski, J. A.; Levy, M. Generalized Kohn-Sham Schemes and the Band-Gap Problem Phys. Rev. B 1996, 53, 3764-3774
67. Yang, W.; Cohen, A. J.; Mori-Sánchez, P. Derivative Discontinuity, Bandgap and Lowest Unoccupied Molecular Orbital in Density Functional Theory J. Chem. Phys. 2012, 136, 204111
68. Gritsenko, O.; Baerends, E. J. The Analog of Koopmans Theorem for Virtual KohnSham Orbital Energies Can. J. Chem. 2009, 87, 1383-1391
69. Stein, T.; Autschbach, J.; Govind, N.; Kronik, L.; Baer, R. Curvature and Frontier Orbital Energies in Density Functional Theory J. Phys. Chem. Lett. 2012, 3, 3740-3744
70. Mulliken, R. S. Molecular Compounds and Their Spectra. II J. Am. Chem. Soc. 1952, 74, 811-824
71. Hush, N. S. Intervalence-Transfer Absorption. Part 2. Theoretical Considerations and Spectroscopic Data Prog. Inorg. Chem. 1967, 8, 391
72. Hush, N. Homogeneous and Heterogeneous Optical and Thermal Electron Transfer Electrochim. Acta 1968, 13, 1005-1023
73. Cave, R. J.; Newton, M. D. Generalization of the Mulliken-Hush Treatment for the Calculation of Electron Transfer Matrix Elements Chem. Phys. Lett. 1996, 249, 15-19
74. Chiang, C. K.; Fincher, C. R., Jr.; Park, Y. W.; Heeger, A. J.; Shirakawa, H.; Louis, E. J.; Gau, S. C.; MacDiarmid, A. G. Electrical Conductivity in Doped Polyacetylene Phys. Rev. Lett. 1977, 39, 1098-1101
75. Buhks, E.; Hodge, I. M. Charge Transfer in Polypyrrole J. Chem. Phys. 1985, 83, 5976-5980
76. Heeger, A. J. Nobel Lecture: Semiconducting and Metallic Polymers:âthe Fourth Generation of Polymeric Materials Rev. Mod. Phys. 2001, 73, 681-700
77. Lee, C.; Yang, W.; Parr, R. G. Development of the Colle-Salvetti Correlation-Energy Formula into a Functional of the Electron Density Phys. Rev. B 1988, 37, 785-789
78. Stephens, P. J.; Devlin, F. J.; Chabalowski, C. F.; Frisch, M. J. Ab Initio Calculation of Vibrational Absorption and Circular Dichroism Spectra Using Density Functional Force Fields J. Phys. Chem. 1994, 98, 11623-11627
79. Dunning, T. H., Jr. Gaussian Basis Functions for Use in Molecular Calculations. I. Contraction of (9s5p) Atomic Basis Sets for the First-Row Atoms J. Chem. Phys. 1970, 53, 2823-2833
80. Farazdel, A.; Dupuis, M.; Clementi, E.; Aviram, A. Electric-Field Induced Intramolecular Electron Transfer in Spiro π-Electron Systems and Their Suitability As Molecular Electronic Devices. a Theoretical Study J. Am. Chem. Soc. 1990, 112, 4206-4214
81. You, Z.-Q.; Hsu, C.-P.; Fleming, G. R. Triplet-Triplet Energy-Transfer Coupling: Theory and Calculation J. Chem. Phys. 2006, 124, 044506-10
82. Hanazaki, I. Vapor-Phase Electron Donor-Acceptor Complexes of Tetracyanoethylene and of Sulfur Dioxide J. Phys. Chem. 1972, 76, 1982-1989
83. Staab, H. A.; Herz, C. P.; Krieger, C.; Rentea, M. Elektron-Donor-Acceptor-Verbindungen, XXXIII. Intramolekulare Chinhydrone Der [3.3]Paracyclophan-Reihe Chem. Ber. 1983, 116, 3813-3830
84. Staab, H. A.; Knaus, G. H.; Henke, H.-E.; Krieger, C. Elektron-Donor-Acceptor-Verbindungen, XXIX. Elektron-Donor-Acceptor-Paracyclophane Mit 7,7,8,8-Tetracyanchinodimethan (TCNQ) Als Acceptor-Einheit Chem. Ber. 1983, 116, 2785-2807
85. Shao, Y.; Gan, Z.; Epifanovsky, E.; Gilbert, A. T.; Wormit, M.; Kussmann, J.; Lange, A. W.; Behn, A.; Deng, J.; Feng, X. Advances in Molecular Quantum Chemistry Contained in the Q-Chem 4 Program Package Mol. Phys. 2015, 113, 184-215
86. Bylander, D. M.; Kleinman, L. Good Semiconductor Band Gaps with a Modified Local-Density Approximation Phys. Rev. B 1990, 41, 7868-7871
87. Savin, A.; Flad, H.-J. Density Functionals for the Yukawa Electron-Electron Interaction Int. J. Quantum Chem. 1995, 56, 327-332
88. Livshits, E.; Baer, R. A Density Functional Theory for Symmetric Radical Cations from Bonding to Dissociation J. Phys. Chem. A 2008, 112, 12789-12791
89. Krukau, A. V.; Scuseria, G. E.; Perdew, J. P.; Savin, A. Hybrid Functionals with Local Range Separation J. Chem. Phys. 2008, 129, 124103
90. Sekino, H.; Bartlett, R. J. A Linear Response, Coupled-Cluster Theory for Excitation Energy Int. J. Quantum Chem. 1984, 26, 255-265
91. Haque, M. A.; Mukherjee, D. Application of Cluster Expansion Techniques to Open Shells: Calculation of Difference Energies J. Chem. Phys. 1984, 80, 5058-5069
92. Kronik, L.; Stein, T.; Refaely-Abramson, S.; Baer, R. Excitation Gaps of Finite-Sized Systems from Optimally Tuned Range-Separated Hybrid Functionals J. Chem. Theory Comput. 2012, 8, 1515-1531
93. Medvedev, E. S.; Stuchebrukhov, A. A. Inelastic Tunneling in Long-Distance Biological Electron Transfer Reactions J. Chem. Phys. 1997, 107, 3821-3831