Simulation of the π → π * photodynamics of azobenzene: Decoherence and solvent effects

Computational and Theoretical Chemistry

Volumn 1040-1041, Issue , 2014, Pages 126-135

  Cantatore, Valentina ^a   Granucci, Giovanni ^a   Persico, Maurizio ^a  

^a UNIVERSITY OF PISA   (Italy)

Author keywords

Azobenzene; Nonadiabatic dynamics simulations; Photoisomerization; Quantum decoherence; Surface hopping

Indexed keywords

EID: 84903903579     PISSN: 2210271X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.comptc.2014.02.011     Document Type: Article

References (55)

1. Cojocariu C., Rochon P. Light-induced motions in azobenzene-containing polymers. Pure Appl. Chem. 2004, 76:1479-1497.
2. Yesodha S.K., Pillai C.K.S., Tsutsumi N. Stable polymeric materials for nonlinear optics: a review based on azobenzene systems. Prog. Polym. Sci. 2004, 29:45-74.
3. Yager K.G., Barrett C.J. Novel photo-switching using azobenzene functional materials. J. Photochem. Photobiol. A 2006, 182:250-261.
4. Browne W.R., Feringa B.L. Making molecular machines work. Nat. Nanotech. 2006, 1:25-35.
5. Bandara H.M.D., Burdette S.C. Photoisomerization in different classes of azobenzene. Chem. Soc. Rev. 2012, 41:1809-1825.
6. Beharry A.A., Wong L., Tropepe V., Woolley G.A. Fluorescence imaging of azobenzene photoswitching in vivo. Angew. Chem. Int. Ed. 2011, 50:1325-1327.
7. Singleton T.A., Ramsay K.S., Barsan M.M., Butler I.S., Barrett C.J. Azobenzene photoisomerization under high external pressures: testing the strength of a light-activated molecular muscle. J. Phys. Chem. B 2012, 116:9860-9865.
8. Kageyama Y., Tanigake N., Kurokome Y., Iwaki S., Takeda S., Suzuki K., Sugawara T. Macroscopic motion of supramolecular assemblies actuated by photoisomerization of azobenzene derivatives. Chem. Commun. 2013, 49:9386-9388.
9. Yeung C.L., Charlesworth S., Iqbal P., Bowen J., Preeceb J.A., Mendes P.M. Different formation kinetics and photoisomerization behavior of self-assembled monolayers of thiols and dithiolanes bearing azobenzene moieties. Phys. Chem. Chem. Phys. 2013, 15:11014-11024.
10. Tully J.C. Molecular dynamics with electronic transitions. J. Chem. Phys. 1990, 93:1061-1071.
11. Granucci G., Persico M. A critical appraisal of the fewest switches algorithm for surface hopping. J. Chem. Phys. 2007, 126. 134114/1-11.
12. Schultz T., Quenneville J., Levine B., Toniolo A., Martínez T.J., Lochbrunner S., Schmitt M., Schaffer J.P., Zgierski M.Z., Stolow A. Mechanism and dynamics of azobenzene photoisomerization. J. Am. Chem. Soc. 2003, 125:8098-8099.
13. Ciminelli C., Granucci G., Persico M. The photoisomerization mechanism of azobenzene: a semiclassical simulation of nonadiabatic dynamics. Chem. Eur. J. 2004, 10:2327-2341.
14. Toniolo A., Ciminelli C., Persico M., Martínez T.J. Simulation of the photodynamics of azobenzene on its first excited state: comparison of full multiple spawning and surface hopping treatments. J. Chem. Phys. 2005, 123. 234308/1-10.
15. Granucci G., Persico M. Excited state dynamics with the direct trajectory surface hopping method: azobenzene and its derivatives as a case study. Theoret. Chem. Acc. 2007, 117:1131-1143.
16. Böckmann M., Doltsinis N.L., Marx D. Azobenzene photoswitches in bulk materials. Phys. Rev. E 2008, 78. 036101/1-4.
17. Sauer P., Allen R.E. Influence of laser pulse parameters on dynamical processes during azobenzene photoisomerization. J. Phys. Chem. A 2008, 112:11142-11152.
18. π * excitation?. J. Phys. Chem. A 2008, 112:13326-13334.
19. Shao J., Lei Y., Wen Z., Dou Y., Wang Z. Nonadiabatic simulation study of photoisomerization of azobenzene: detailed mechanism and load-resisting capacity. J. Chem. Phys. 2008, 129. 164111/1-9.
20. π * state. J. Chem. Phys. 2009, 131. 194306/1-10.
21. Böckmann M., Doltsinis N.L., Marx D. Nonadiabatic hybrid quantum and molecular mechanic simulations of azobenzene photoswitching in bulk liquid environment. J. Phys. Chem. A 2010, 114:745-754.
22. Tiberio G., Muccioli L., Berardi R., Zannoni C. How does the trans-cis photoisomerization of azobenzene take place in organic solvents?. ChemPhysChem 2010, 11:1018.
23. Cusati T., Granucci G., Persico M. Photodynamics and time-resolved fluorescence of azobenzene in solution: a mixed quantum-classical simulation. J. Am. Chem. Soc. 2011, 133:5109-5123.
24. Weingart O., Lan Z., Koslowski A., Thiel W. Chiral pathways and periodic decay in cis-azobenzene photodynamics. J. Phys. Chem. Lett. 2011, 2:1506-1509.
25. S1 state. J. Phys. Chem. A 2011, 115:11136-11143.
26. Gámez J.A., Weingart O., Koslowski A., Thiel W. Cooperating dinitrogen and phenyl rotations in trans-azobenzene photoisomerization. J. Chem. Theory Comput. 2012, 8:2352-2358.
27. Neukirch A.J., Shamberger L.C., Abad E., Haycock B.J., Wang H., Ortega J., Prezhdo O.V., Lewis J.P. Nonadiabatic ensemble simulations of cis-stilbene and cis-azobenzene photoisomerization. J. Chem. Theory Comput. 2014, 10:14-23.
28. Granucci G., Persico M., Toniolo A. Direct semiclassical simulation of photochemical processes with semiempirical wavefunctions. J. Chem. Phys. 2001, 114:10608-10615.
29. Ronayette J., Arnaud R., Lebourgeois P., Lemaire J. Isomérisation photochimique de l'azobenzène en solution. I, Can. J. Chem. 1974, 52:1848-1857.
30. Gauglitz G., Hubig S. Chemical actinometry in the UV by azobenzene in concentrated solution: a convenient method. J. Photochem. 1985, 30:121-125.
31. Bortolus P., Monti S. Cis-trans photoisomerization of azobenzene. Solvent and triplet donor effects. J. Phys. Chem. 1979, 83:648-652.
32. Siampiringue N., Guyot G., Monti S., Bortolus P. The cis-trans photoisomerization of azobenzene: an experimental re-examination. J. Photochem. 1987, 37:185-188.
33. Zhu C., Nangia S., Jasper A.W., Truhlar D.G. Coherent switching with decay of mixing: an improved treatment of electronic coherence for non-Born-Oppenheimer trajectories. J. Chem. Phys. 2004, 121:7658-7670.
34. Zhu C., Jasper A.W., Truhlar D.G. Non-Born-Oppenheimer Liouville-von Neumann dynamics. Evolution of a subsystem controlled by linear and population-driven decay of mixing with decoherent and coherent switching. J. Chem. Theory Comput. 2005, 1:527-540.
35. Cheng S.C., Zhu C., Liang K.K., Lin S.H., Truhlar D.G. Algorithmic decoherence time for decay-of-mixing non-Born-Oppenheimer dynamics. J. Chem. Phys. 2008, 129. 024112/1-12.
36. Granucci G., Persico M., Zoccante A. Including quantum decoherence in surface hopping. J. Chem. Phys. 2010, 133. 134111/1-9.
37. Ciminelli C., Granucci G., Persico M. Are azobenzenophanes rotation-restricted?. J. Chem. Phys. 2005, 123. 174317/1-10.
38. Cusati T., Granucci G., Martínez-Núñez E., Martini F., Persico M., Vázquez S. Semiempirical hamiltonian for simulation of azobenzene photochemistry. J. Phys. Chem. A 2012, 116:98-110.
39. Persico M., Granucci G., Inglese S., Laino T., Toniolo A. Semiclassical simulation of photochemical reactions in condensed phase. J. Mol. Struct. THEOCHEM 2003, 621:119-126.
40. van Gunsteren W.F., Berendsen H.J.C. Algorithms for brownian dynamics. Mol. Phys. 1982, 45:637-647.
41. Plasser F., Granucci G., Pittner J., Barbatti M., Persico M., Lischka H. Surface hopping dynamics using a locally diabatic formalism: charge transfer in the ethylene dimer cation and excited state dynamics in the 2-pyridone dimer. J. Chem. Phys. 2012, 137. 22A514/1-13.
42. Granucci G., Persico M., Spighi G. Surface hopping trajectory simulations with spin-orbit and dynamical couplings. J. Chem. Phys. 2012, 137. 22A501/1-9.
43. Bajo J.J., Granucci G., Persico M. Interplay of radiative and nonradiative transitions in surface hopping with radiation-molecule interactions. J. Chem. Phys. 2014, 140. 044113/1-7.
44. Brown E.V., Granneman G.R. Cis-trans isomerism in the pyridyl analogs of azobenzene. A kinetic and molecular orbital analysis. J. Am. Chem. Soc. 1975, 97:621-627.
45. Mohan J. Organic Spectroscopy 2004, Alpha Science International, Harrow, UK.
46. Lednev I.K., Ye T.-Q., Hester R.E., Moore J.N. Femtosecond time-resolved UV-visible absorption spectroscopy of trans-azobenzene in solution. J. Phys. Chem. 1996, 100:13338-13341.
47. Lednev I.K., Ye T.-Q., Matousek P., Towrie M., Foggi P., Neuwahl F.V.R., Umapathy S., Hester R.E., Moore J.N. Femtosecond time-resolved UV-visible absorption spectroscopy of trans-azobenzene: dependence on excitation wavelength. Chem. Phys. Lett. 1998, 290:68-74.
48. S0 photoexcitation. Bull. Chem. Soc. Jpn. 2002, 75:1031-1040.
49. π * band. J. Phys. Chem. A 2004, 108:6265-6271.
50. Fujino T., Tahara T. Picosecond time-resolved Raman study of trans-azobenzene. J. Phys. Chem. A 2000, 104:4203-4210.
51. Fujino T., Arzhantsev S.Yu., Tahara T. Femtosecond time-resolved fluorescence study of photoisomerization of trans-azobenzene. J. Phys. Chem. A 2001, 105:8123-8129.
52. S2 state of trans-azobenzene in solution. J. Chem. Phys. 1998, 109:603-609.
53. Granucci G., Persico M. Photochemistry in condensed phase. Continuum Solvation Models in Chemical Physics: from Theory to Applications 2007, 450-470. J. Wiley. R. Cammi, B. Mennucci (Eds.).
54. π * band of trans-azobenzene. A computational study. J. Chem. Phys. 2008, 128. 194312/1-9.
55. Malhado J.P., Spezia R., Hynes J.T. Dynamical friction effects on the photoisomerization of a model protonated Schiff base in solution. J. Phys. Chem. 2011, 114:3720-3735.