ABSTRACT Palladium nanoparticles generated in situ for Suzuki coupling reactions and aerobic alcohol oxidation in water were recovered completely using linear polystyrene. The resultant polystyrene-stabilized palladium nanoparticles were shown to be reusable without any loss of activity.
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nullA. Ohtaka, R. Kuroki, T. Teratani, T. Shinagawa, G. Hamasaka, Y. Uozumi, O. Shimomura and R. Nomura, "Recovery of In Situ-generated Pd Nanoparticles with Linear Polystyrene," Green and Sustainable Chemistry, Vol. 1 No. 2, 2011, pp. 19-25. doi: 10.4236/gsc.2011.12004.
 P. A. Grieco, “Organic Synthesis in Water,” Blackie Academic & Professional, 1998.
C. J. Li, “Organic Reactions in Aqueous Media with a Focus on Carbon-Carbon Bond Formations: A Decade Update,” Chemical Reviews, Vol. 105, No. 8, 2005, pp. 3095-3165. doi:10.1021/cr030009u
M. Lamblin, L. Nassar-Hardy, J. C. Hierso, E. Fouquet and F. X. Felpin, “Recyclable Heterogeneous Palladium Catalysts in Pure Water: Sustainable Developments in Suzuki, Heck, Sonogashira and Tsuji-Trost Reactions,” Advanced Synthesis & Catalysis, Vol. 352, No. 1, 2010, pp. 33-79. doi:10.1002/adsc.200900765
D. Badone, M. Baroni, R. Cardamone, A. Ielmini and U. Guzzi, “Highly Efficient Palladium-Catalyzed Boronic Acid Coupling Reactions in Water: Scope and Limi- tations,” The Journal of Organic Chemistry, Vol. 62, No. 21, 1997, pp. 7170-7173. doi:10.1021/jo970439i
T. Jeffery, “Heck-type Reactions in Water,” Tetrahedron Letters, Vol. 35, No. 19, 1994, pp. 3051-3054.
S. Bhattacharya, A. Srivastava and S. Sengupta, “Re- markably Facile Heck and Suzuki Reactions in Water us- ing a Simple Cationic Surfactant and Ligand-Free Palla- dium Catalysts,” Tetrahedron Letters, Vol. 46, No. 20, 2005, pp. 3557-3560. doi:10.1016/j.tetlet.2005.03.118
D. Saha, K. Chattopadhyay and B. C. Ranu, “Aerobic Ligand-Free Suzuki Coupling Catalyzed by in situ-gene- rated Palladium Nanoparticles in Water,” Tetrahedron Letters, Vol. 50, No. 9, 2009, pp. 1003-1006.
L. Liu, Y. Zhang and Y. Wang, “Phosphine-Free Palladium Acetate Catalyzed Suzuki Reaction in Water,” The Journal of Organic Chemistry, Vol. 70, No. 15, 2005, pp. 6122-6125. doi:10.1021/jo050724z
A. Ohtaka, T. Teratani, R. Fujii, K. Ikeshita, O. Shimomura and R. Nomura, “Facile Preparation of Linear Polystyrene-Stabilized Pd Nanoparticles in Water,” Chemical Communications, No. 46, 2009, pp. 7188-7190.
T. Teratani, A. Ohtaka, K. Kawashima, O. Shimomura and R. Nomura, “Copper-Free Sonogashira Coupling in Water with Linear Polystyrene-Stabilized PdO Nanoparticles,” Synlett, No. 15, 2010, pp. 2271-2274.
L. Wu, B. L. Li, Y. Y. Huang, H. F. Zhou, Y. M. He and Q. H. Fan, “Phosphine Dendrimer-Stabilized Palladium Nanoparticles, a Highly Active and Recyclable Catalyst for the Suzuki-Miyaura Reaction and Hydrogenation,” Organic Letters, Vol. 8, No. 16, 2006, pp. 3605-3608.
X. Jiang, G. Wei, X. Zhang, W. Zhang, P. Zheng, F. Wen and L. Shi, “A Strategy to Facilitate Reuse of Palladium Catalyst Stabilized by Block Copolymer Micells,” Journal of Molecular Catalysis A: Chemical, Vol. 277, No. 1-2, 2007, pp. 102-106.
F. Wen, W. Zhang, G. Wei, Y. Wang, J. Zhang, M. Zhang and L. Shi, “Synthesis of Nobel Metal Nanoparticles Embedded in the Shell Layer of Core-Shell Poly(styrene-co-4-vinylpyridine) Microspheres and Their Application in Catalysis,” Chemistry of Materials, Vol. 20, No. 6, 2008, pp. 2144-2150. doi:10.1021/cm703378c
S. U. Son, Y. Jang, K. Y. Yoon, E. Kang and T. Hyeon, “Facile Synthesis of Various Phosphine-Stabilized Monodisperse Palladium Nanoparticles through the Understanding of Coordination Chemistry of the Nanoparticles,” Nano Letters, Vol. 4, No. 6, 2004, pp. 1147-1151. doi:10.1021/nl049519+
S. Kobayashi and R. Akiyama, “Renaissance of Immobi- lized Catalysts. New Types of Polymer-Supported Cata- lyst, ‘Microencapsulated Catalysts’, Which Enable Envi- ronmentally Benign and Powerful High-Throughput Or- ganic Synthesis,” Chemical Communications, No. 4, 2003, pp. 449-460. doi:10.1039/B207445A
Z. Bai, L. Yang, L. Li, J. Lv, K. Wang and J. Zhang, “A Facile Preparation of Hollow Palladium Nanosphere Catalysts for Direct Formic Acid Fuel Cell,” The Journal of Physical Chemistry C, Vol. 113, No. 24, 2009, pp. 10568-10573. doi:10.1021/jp902713k