Titanium dioxide-induced photoctalytic reduction for organic synthesis

Titanium Dioxide: Chemical Properties, Applications and Environmental Effects

Volumn , Issue , 2014, Pages 157-176

  Kohtani, Shigeru ^a   Miyabe, Hideto ^a  

^a HYOGO COLLEGE OF MEDICINE   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

AMINES; KETONES; NITROGEN COMPOUNDS; OXIDES; SURFACE DEFECTS; TITANIUM DIOXIDE;

CHEMICAL TRANSFORMATIONS; ORGANIC SYNTHESIS; PHOTOCATALYTIC REDUCTION; REDUCTION OF NITRO COMPOUNDS; SEMICONDUCTOR PARTICLES; SURFACE DEFECT SITES; TETRAHYDROQUINOLINES; TITANIUM DIOXIDES (TIO2);

TITANIUM;

EID: 84957088382     PISSN: None     EISSN: None     Source Type: Book    
DOI: None     Document Type: Chapter

References (54)

1. Fujishima, A., & Honda, K. (1972). Electrochemical Photolysis of Water at a Semiconductor Electrode. Nature, 238, 37-38.
2. Kudo, A., & Miseki, Y. (2009). Heterogeneous Photocatalyst Materials for Water Splitting. Chem. Soc. Rev., 38, 253-278.
3. Fujishima, A., Zhang, X., & Tryk, D. A. (2007). Heterogeneous Photocatalysis: From Water Photolysis to Applications in Environmental Cleanup. Int. J. Hydrogen. Energy, 32, 2664-2672.
4. Hoffmann, M. R., Martin, S. T., Choi, W., & Bahnemann D. W. (1995). Environmental Applications of Semiconductor Photocatalysis. Chem. Rev., 95, 69-96.
5. Fox, M. A. (1987). Selective Formation of Organic Compounds by Photoelectrosynthesis at Semiconductor Particles. Top. Curr. Chem., 142, 72-99.
6. Kisch, H. (2001). Semiconductor Photocatalysis for Organic Synthesis. Adv. Photochem., 26, 93-143.
7. Palmisano, G., Augugliaro, V., Pagliaro, M., & Palmisano, L. (2007). Photocatalysis: A Promising Route for 21st Centyry Organic Chemistry. Chem. Commun., 3425-3437.
8. Shiraishi, Y., & Hirai, T. (2008). Selective Organic Transformation on Titanium Oxidebased Photocatalysts. J. Photochem. Photobiol. C: Photochem. Rev., 9, 157-170.
9. Palmisano, G., García-López, E., Marcí, G., Toddo, V., Yurdakal, S., Augugliaro, V., & Palmisano, L. (2010). Advances in Selective Conversion by Heterogeneous Photocatalysis. Chem. Commun., 46, 7074-7089.
10. Boonstra, A. H., & Mutsaers, C. A. H. A. (1975). Photohydrogenation of Ethyne and Ethene on the Surface of Titanium Dioxide. J. Phys. Chem., 79, 2025-2027.
11. 2. J. Chem. Soc., Chem. Commun., 609.
12. 2: Hydrogenation Accompanied by Bond Fission. J. Phys. Chem., 88, 2569-2572.
13. 2: Pt-Loading Effect on the Primary Processes. J. Phys. Chem., 88, 3998-4000.
14. Yamataka, H., Seto, N., Ichihara, J., Hanafusa, T., & Teratani S. (1985). Reduction of C-C Multiple Bonds Using an Illuminated Semiconductor Catalyst. J. Chem. Soc., Chem. Commun., 788-789.
15. Kodama, S., Nakaya, H., Anpo, M., & Kubokawa, Y. (1985). A Common Factor Determining the Features of the Photocatalytic Hydrogenation and Isomerization of Alkenes over Ti-Si Oxides. Bull. Chem. Soc. Jpn., 58, 3645-3646.
16. 2 in Titanium-silicon Oxides. J. Phys. Chem., 90, 1633-1636.
17. Baba, R., Nakabayashi, S., Fujishima, A., & Honda, K. (1987). Photocatalytic Hydrogenation of Ethylene on the Bimetal-deposited Semiconductor Powders. J. Am. Chem. Soc., 109, 2273-2277.
18. 2: Size Quantization Effects and Reaction Intermediates. J. Phys. Chem., 91, 4305-4310.
19. 2. Langmuir, 8, 870-875.
20. 2 to Acetylene. Langmuir, 13, 1571-1576.
21. Yamashita, H., Kawasaki, S., Ichihashi, Y., Takeuchi, M., Harada, M., Anpo, M., Louis, C., & Che, M. (1998). Characterization of Ti/Si Binary Oxides Prepared by the Sol-gel Method and their Photocatalytic Properties: The Hydrogenation and Hydrogenolysis of CH3CCH with H2O. Korean J. Chem. Eng., 15, 491-495.
22. 2 Dispersions. J. Phys. Chem., 91, 654-657.
23. Joyce-Pruden, C., Pross, J. K., & Li, Y. (1992). Photoinduced Reduction of Aldehydes on Titanium Dioxide. J. Org. Chem., 57, 5087-5091.
24. Matsushita, Y., Kumada, S., Wakabayashi, K., Sakeda, K., & Ichimura, T. (2006). Photocatalytic Reduction in Microreactors. Chem. Lett., 35, 410-411.
25. Kohtani, S., Yoshioka, E., Saito, K., Kudo, A., & Miyabe, H. (2010). Photocatalytic Hydrogenation of Acetophenone Derivatives and Diaryl Ketnoes on Polycrystalline Titanium Dioxide. Catal. Commun., 11, 1049-1053.
26. Baker, L. R., Kennedy, G., Van Spronsen, M., Hervier, A., Cai, X., Chen, S., Wang, L.-W., & Somorjai, G. A. (2012). Furfuraldehyde Hydrogenation on Titanium Oxidesupported Platinum Nanoparticles Studied by Sum Frequency Generation Vibrational Spectroscopy: Acid-base Catalysis Explains the Molecular Origin of Strong Metalsupport Interactions. J. Am. Chem. Soc., 134, 14208-14216.
27. 2. Bull. Korean Chem. Soc., 22, 1213-1216.
28. 2 Photocatalyst. Bull. Korean Chem. Soc., 23, 1229-1234.
29. Kohtani, S., Yoshioka, E., Saito, K., Kudo, A., & Miyabe, H. (2012). Adsorptive and Kinetic Properties on Photocatalytic Hydrogenation of Aromatic Ketones upon UV Irradiated Polycrystalline Titanium Dioxide: Differences between Acetophenone and its Trifluoromethylated Derivative. J. Phy. Chem. C, 116, 17705-17713.
30. Kohtani, S., Kamoi, Y., Yoshioka, E., & Miyabe, H. (2014). Kinetic Study on Photocatalytic Hydrogenation of Acetophenone Derivatives on Titanium Dioxide. Catal. Sci. Technol., 4, 1084-1091.
31. Fu, Y., Liu, L., Yu, H.-Z., Wang, Y.-M., & Guo Q.-X. (2005). Quantum-chemical Predictions of Absolute Standard Redox Potentials of Diverse Organic Molecules and Free Radicals in Acetonitrile J. Am. Chem. Soc., 127, 7227-7234.
32. Kohtani, S., Nishioka, S. Yoshioka, E, & Miyabe, H. (2014). Dye-sensitized Photohydrogenation of Aromatic Ketones on Titanium Dioxide under Visible Light Irradiation. Catal. Commun., 43, 61-65.
33. Mahadavi, F., Brudon, T. C., & Li, Y. (1993). Photoinduced Reduction of Nitro Compounds on Semiconductor Particulates. J. Org. Chem., 58, 744-746.
34. Brezová, V., Blažková, A., Ńurina, I., & Havlínová, B. (1997). Solvent Effect on the Photocatalytic Reduction of 4-Nitrophenol in Titanium Dioxide Suspensions. J. Photochem. Photobiol. A: Chem., 107, 233-237.
35. 2 and Nitroaromatics. J. Phys. Chem. B, 102, 2239-2244.
36. 2 Surface. Langmuir, 14, 3551-3555.
37. Flores, S. O., Rios-Bernij, O., Valenzuela, M. A., Córdova, I., Gómez, R., & Gutiérrez, R. (2007). Photocatalytic Reduction of Nitrobenzene over Titanium Dioxide: Byproduct Identification and Possible Pathways. Top. Catal., 44, 507-511.
38. Kominami, H, Iwasaki, S., Maeda, T., Imamura, K., Hashimoto, K., Kera, Y., & Ohtani, B. (2009). Photocatalytic Reduction of Nitrobenzene to Aniline in an Aqueous Suspension of Titanium(IV) Oxide Particles in the Presence of Oxalic Acid as a Hole Scavenger and Promotive Effect of Dioxygen in the System. Chem. Lett., 38, 410-411.
39. Shiraishi, Y., Togawa, Y., Tsukamoto, D., Tanaka, S., & Hirai, T. (2012). Highly Efficient and Selective Hydrogenation of Nitroaromatics on Photoactivated Rutile Titanium Dioxide. ACS Catal., 2, 2475-2481.
40. 2-mediated Photocatalysis. J. Org. Chem., 62, 5222-5225.
41. 2 Mediated Photocatalytic Reaction. Tetrahedron Lett., 36, 5943-5946.
42. He, L., Wang, J.-Q., Gong, Y., Liu, Y.-M., Cao, Y., He, H.-Y., & Fan, K.-N. (2011). Titania-supported Iridium Subnanoclusters as an Efficient Heterogeneous Catalyst for Direct Synthesis of Quinolines from Nitroarenes and Aliphatic Alcohols. Angew. Chem. Int. Ed., 50, 10216-10220.
43. 2-photocatalyzed Reduction of Nitrobenzene by Loading Ag Clusters. Langmuir, 20, 7898-7900.
44. 2-photocatalyzed Selective Reduction of Nitrobenzene to Aniline. ChemPhysChem, 6, 1537-1543.
45. 2. Catal. Commun., 10, 989-994.
46. 2 and Transition Metal Nanoparticles. Green Chem., 12, 400-406.
47. 2 Photocatalyst with an Ag Co-catalyst for Quantitative Reduction of Nitrobenzene to Aniline in 2-Propanol Suspensions under Irradiation of Visible Light. Chem. Commun., 49, 2551-2553.
48. 2/Pt. J. Am. Chem. Soc., 105, 7180-7182.
49. Pal, B., Ikeda, S., Kominami, H., Kera, Y., & Ohtani, B. (2003). Photocatalytic Redox-Combined Synthesis of L-Pipecolinic Acid from L-Lysine by Suspended Titania Particle: Effect of Noble Metal Loading on the Selectivity and Optical Purity of the Product. J. Catal., 217, 152-159.
50. Ohtani, B., Pal, B., & Ikeda, S. (2003). Photocatalytic Organic Synthesis: Selective Cyclization of Amino Acids in Aqueous Suspensions. Catal. Surv. Asia, 7, 165-176.
51. Ohtani, B., Goto, Y., Nishimoto, S., & Inui, T. (1996). Photocatalytic Transfer Hydrogenation of Schiff Bases with Propan-2-ol by Suspended Semiconductor Particles Loaded with Platinum Deposits. J. Chem. Soc. Faraday Trans., 92, 4291-4295.
52. 2 Loaded with Pd Nanoparticles. ACS Catal., 3, 312-320.
53. 2 Loaded with Pd Nanoparticles. Catal. Sci. Technol., 3, 1718-1724.
54. Imamura, K., Yoshikawa, T., Nakanishi, K., Hashimoto, K., & Kominami, H. (2013). Photocatalytic Reduction of Benzonitrile to Benzylamine in Aqueous Suspensions of Palladium-loaded Titanium(IV) Oxide. Chem. Commun., 49, 10911-10913.