Unusually efficient pyridine photodissociation from Ru(II) complexes with sterically bulky bidentate ancillary ligands

Journal of Physical Chemistry A

Volumn 118, Issue 45, 2014, Pages 10603-10610

  Knoll, Jessica D ^a   Albani, Bryan A ^a   Durr, Christopher B ^a   Turro, Claudia ^a  

^a OHIO STATE UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

DIHEDRAL ANGLE; LIGANDS; LIGHT; PHOTODISSOCIATION; PHOTOLYSIS; PYRIDINE;

ANCILLARY LIGANDS; BIDENTATE LIGANDS; EXPERIMENTAL CONDITIONS; OCTAHEDRAL GEOMETRY; ORDERS OF MAGNITUDE; PHOTOINDUCED DISSOCIATION; THEORETICAL CALCULATIONS; X RAY CRYSTAL STRUCTURES;

RUTHENIUM COMPOUNDS;

PYRIDINE DERIVATIVE; RUTHENIUM DERIVATIVE; WATER;

CHEMICAL MODEL; CHEMISTRY; LIGHT; PHOTOLYSIS; PROTON NUCLEAR MAGNETIC RESONANCE; SPECTROSCOPY; X RAY CRYSTALLOGRAPHY;

CRYSTALLOGRAPHY, X-RAY; LIGHT; MODELS, CHEMICAL; PHOTOLYSIS; PROTON MAGNETIC RESONANCE SPECTROSCOPY; PYRIDINES; RUTHENIUM COMPOUNDS; SPECTRUM ANALYSIS; WATER;

EID: 84922566730     PISSN: 10895639     EISSN: 15205215     Source Type: Journal    
DOI: 10.1021/jp5057732     Document Type: Article

References (53)

1. Balzani, V.; Bergamini, G.; Ceroni, P. From the Photochemistry of Coordination Compounds to Light-powered Nanoscale Devices and Machines. Coord. Chem. Rev. 2008, 252, 2456-2469.
2. Balzani, V.; Moggi, L. Photochemistry of Coordination Compounds: A Glance at Past, Present, and Future. Coord. Chem. Rev. 1990, 97, 313-326.
3. Bonnet, S.; Collin, J.-P. Ruthenium-Based Light-Driven Molecular Machine Prototypes: Synthesis and Properties. Chem. Soc. Rev. 2008, 37, 1207-1217.
4. Bruijnincx, P. C. A.; Sadler, P. J. Controlling Platinum, Ruthenium, and Osmium Reactivity for Anticancer Drug Design. Adv. Inorg. Chem. 2009, 61, 1-62.
5. Ceroni, P.; Credi, A.; Venturi, M. Light to Investigate (Read) and Operate (Write) Molecular Devices and Machines. Chem. Soc. Rev. 2014, 43, 4068-4083.
6. Grätzel, M. Solar Energy Conversion by Dye-Sensitized Photovoltaic Cells. Inorg. Chem. 2005, 44, 6841-6851.
7. Kalyanasundaram, K.; Graetzel, M. Artificial Photosynthesis: Biomimetic Approaches to Solar Energy Conversion and Storage. Curr. Opin. Biotechnol. 2010, 21, 298-310.
8. Smith, N. A.; Sadler, P. J. Photoactivatable Met al Complexes: From Theory to Applications in Biotechnology and Medicine. Philos. Trans. R. Soc., A 2013, 371, 20120519.
9. Campagna, S.; Puntoriero, F.; Nastasi, F.; Bergamini, G.; Balzani, V., Photochemistry and Photophysics of Coordination Compounds: Ruthenium. In Photochemistry and Photophysics of Coordination Compounds I; Balzani, V., Campagna, S., Eds.; Springer: Berlin, Heidelberg, 2007; Vol. 280, pp 117-214.
10. Kalyanasundaram, K. Photophysics, Photochemistry and Solar Energy Conversion with Tris(bipyridyl)ruthenium (II) and its Analogues. Coord. Chem. Rev. 1982, 46, 159-244.
11. McCusker, J. K. Femtosecond Absorption Spectroscopy of Transition Met al Charge-Transfer Complexes. Acc. Chem. Res. 2003, 36, 876-887.
12. 2+. Angew. Chem., Int. Ed. Engl. 2006, 45, 3174-3176.
13. Malouf, G.; Ford, P. C. Photochemical Reaction Pathways of Ruthenium(II) Complexes. Evidence Regarding the Reactive Excited State(s) from Met al-to-Ligand Charge Transfer Excitation of Pentaamine(pyridine)ruthenium(2+) and Related Complexes. J. Am. Chem. Soc. 1974, 96, 601-603.
14. 2+. Inorg. Chem. 1983, 22, 2444-2453.
15. Durham, B.; Caspar, J. V.; Nagle, J. K.; Meyer, T. J. Photochemistry of Tris(2, 2'-bipyridine)ruthenium(2+) Ion. J. Am. Chem. Soc. 1982, 104, 4803-4810.
16. Durham, B.; Walsh, J. L.; Carter, C. L.; Meyer, T. J. Synthetic Applications of Photosubstitution Reactions of Poly(pyridyl) Complexes of Ruthenium(II). Inorg. Chem. 1980, 19, 860-865.
17. Allen, G. H.; White, R. P.; Rillema, D. P.; Meyer, T. J. Synthetic Control of Excited-State Properties. Tris-Chelate Complexes Containing the Ligands 2, 2'-bipyrazine, 2, 2'-bipyridine, and 2, 2'-bipyrimidine. J. Am. Chem. Soc. 1984, 106, 2613-2620.
18. Frasconi, M.; Liu, Z.; Lei, J.; Wu, Y.; Strekalova, E.; Malin, D.; Ambrogio, M. W.; Chen, X.; Botros, Y. Y.; Cryns, V. L.; Sauvage, J. P.; Stoddart, J. F. Photoexpulsion of Surface-Grafted Ruthenium Complexes and Subsequent Release of Cytotoxic Cargos to Cancer Cells from Mesoporous Silica Nanoparticles. J. Am. Chem. Soc. 2013, 135, 11603-11613.
19. 2+ and Thermal Back Coordination. J. Am. Chem. Soc. 2010, 133, 252-261.
20. Rachford, A. A.; Petersen, J. L.; Rack, J. J. Designing Molecular Bistability in Ruthenium Dimethyl Sulfoxide Complexes. Inorg. Chem. 2005, 44, 8065-8075.
21. Lutterman, D. A.; Rachford, A. A.; Rack, J. J.; Turro, C. Theoretical Insight on the SO Photoisomerization of DMSO Complexes of Ru(II). J. Phys. Chem. A 2009, 113, 11002-11006.
22. Lutterman, D. A.; Rachford, A. A.; Rack, J. J.; Turro, C. Electronic and Steric Effects on the Photoisomerization of Dimethylsulfoxide Complexes of Ru(II) Containing Picolinate. J. Phys. Chem. Lett. 2010, 1, 3371-3375.
23. 2+: A Dramatic Effect of the Steric Properties of the Spectator Diimine Ligand. Inorg. Chem. 2004, 43, 8346-8354.
24. 2CO. Inorg. Chem. 1991, 30, 659-666.
25. Matsubara, Y.; Koga, K.; Kobayashi, A.; Konno, H.; Sakamoto, K.; Morimoto, T.; Ishitani, O. Development of an Efficient and Durable Photocatalytic System for Hydride Reduction of an NAD(P)+ Model Compound Using a Ruthenium(II) Complex Based on Mechanistic Studies. J. Am. Chem. Soc. 2010, 132, 10547-10552.
26. Baranoff, E.; Collin, J.-P.; Furusho, J.; Furusho, Y.; Laemmel, A.-C.; Sauvage, J.-P. Photochemical or Thermal Chelate Exchange in the Ruthenium Coordination Sphere of Complexes of the Ru(phen)2L Family (L = Diimine or Dinitrile Ligands). Inorg. Chem. 2002, 41, 1215-1222.
27. 2+ Family (L = Sterically Hindering Chelate). Eur. J. Inorg. Chem. 1999, 1999, 383-386.
28. Laemmel, A. C.; Collin, J. P.; Sauvage, J. P. Photosubstitution of Ancillary Ligands in Octahedral Mono-Terpyridine Ruthenium(II) Complexes. C. R. Acad. Sci. IIC 2000, 3, 43-49.
29. Szacilowski, K.; Macyk, W.; Drzewiecka-Matuszek, A.; Brindell, M.; Stochel, G. Bioinorganic Photochemistry: Frontiers and Mechanisms. Chem. Rev. 2005, 105, 2647-2694.
30. Bahreman, A.; Limburg, B.; Siegler, M. A.; Bouwman, E.; Bonnet, S. Spontaneous Formation in the Dark, and Visible Light-Induced Cleavage, of a Ru-S Bond in Water: A Thermodynamic and Kinetic Study. Inorg. Chem. 2013, 52, 9456-9469.
31. Bessel, C. A.; Margarucci, J. A.; Acquaye, J. H.; Rubino, R. S.; Crandall, J.; Jircitano, A. J.; Takeuchi, K. J. Steric Ligand Effects of Six Bidentate Bipyridyl Ligands. Inorg. Chem. 1993, 32, 5779-5784.
32. Montalti, M.; Credi, A.; Prodi, L.; Gandolfi, M. T. Handbook of Photochemistry; CRC press: Boca Raton, FL, USA, 2006.
33. Otwinowski, Z.; Minor, W. Methods in Enzymology, Vol. 276: Macromolecular Crystallography, Part A; Academic Press: New York, 1997.
34. Sheldrick, G. A Short History of SHELX. Acta Crystallogr., Sect. A 2008, 64, 112-122.
35. Farrugia, L. J. WinGX suite for Small-Molecule Single-Crystal Crystallography. J. Appl. Crystallogr. 1999, 32, 837-838.
36. International Tables for Crystallography; Kluwer Academica Publishers: Dordrecht, The Netherlands, 1992.
37. Sluis, P. v. d.; Spek, A. L. PLATON/SQUEEZE. Acta Crystallogr., Sect. A 1990, 46, 194-201.
38. Spek, A. L. Structure Validation in Chemical Crystallography. Acta Crystallogr., Sect. D 2009, 65, 148-155.
39. 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.; et al. Gaussian 09, Revision A.1; Gaussian, Inc.: Wallingford, CT, 2009 (full reference in the Supporting Information).
40. Becke, A. D. Density-Functional Exchange-Energy Approximation with Correct Asymptotic Behavior. Phys. Rev. A 1988, 38, 3098-3100.
41. Becke, A. D. Density-Functional Thermochemistry. III. The Role of Exact Exchange. J. Chem. Phys. 1993, 98, 5648-5652.
42. 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.
43. Hehre, W. J.; Radom, L.; Chleyer, P. V.; Pople, J. A. Ab initio Molecular Orbital Theory; John Wiley & Sons: New York, 1986.
44. Andrae, D.; Haeussermann, U.; Dolg, M.; Stoll, H.; Preuss, H. Energy-Adjusted ab initio Pseudopotentials for the Second and Third Row Transition Elements. Theor. Chim. Acta 1990, 77, 123-141.
45. Dennington II, R.; Keith, T.; Millam, J. GaussView 3; Semichem, Inc.: Shawnee Mission, KS, 2007.
46. 2] Molecular Dye by Time Dependent Density Functional Theory. J. Am. Chem. Soc. 2003, 125, 4381-4387.
47. Klassen, D. M. Excited States of Mixed Ligand Complexes of Ruthenium(II) with 2-(2-Pyridyl)quinoline and 2, 2-biquinoline. Chem. Phys. Lett. 1982, 93, 383-386.
48. 2+ Ion Family. Inorg. Chem. 1983, 22, 3335-3339.
49. Ross, H. B.; Boldaji, M.; Rillema, D. P.; Blanton, C. B.; White, R. P. Photosubstitution in Tris Chelate Complexes of Ruthenium(II) Containing the Ligands 2, 2'-bipyrazine, 2, 2'-bipyrimidine, 2, 2'-bipyridine, and 4, 4'-dimethyl-2, 2'-bipyridine: Energy Gap Control. Inorg. Chem. 1989, 28, 1013-1021.
50. Suen, H. F.; Wilson, S. W.; Pomerantz, M.; Walsh, J. L. Photosubstitution Reactions of Terpyridine Complexes of Ruthenium-(II). Inorg. Chem. 1989, 28, 786-791.
51. 2+. A Theoretical Study. Coord. Chem. Rev. 2008, 252, 2493-2503.
52. Wachter, E.; Heidary, D. K.; Howerton, B. S.; Parkin, S.; Glazer, E. C. Light-Activated Ruthenium Complexes Photobind DNA and are Cytotoxic in the Photodynamic Therapy Window. Chem. Commun. 2012, 48, 9649-9651.
53. Wachter, E.; Howerton, B. S.; Hall, E. C.; Parkin, S.; Glazer, E. C. A New Type of DNA "Light-Switch": A Dual Photochemical Sensor and Met alating Agent for Duplex and G-Quadruplex DNA. Chem. Commun. 2014, 50, 311-313.