Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
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Pd-catalyzed Dehalogenation of Aromatic Halides Under Solvent-free Conditions Using Hydrogen Balloon

  • Chang, Fei (The School of Environment and Architecture, University of Shanghai for Science and Technology) ;
  • Kim, Hak-Won (Department of Applied Chemistry, Kyung Hee University) ;
  • Lee, Byeong-No (Department of Applied Chemistry, Kyung Hee University) ;
  • Park, Hoon-Gyu (Department of Applied Chemistry, Kyung Hee University) ;
  • Park, Jai-Wook (Department of Chemistry, Pohang University of Science and Technology)
  • Received : 2010.12.13
  • Accepted : 2011.01.05
  • Published : 2011.03.20
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References

  1. Alonso, F.; Beletskava, I. P.; Yus, M. Chem. Rev. 2002, 102, 4009. https://doi.org/10.1021/cr0102967
  2. Grushin, V. V.; Alper, H. Chem. Rev. 1994, 94, 1047. https://doi.org/10.1021/cr00028a008
  3. Martins, M. A. P.; Frizzo, C. P.; Moreira, D. N.; Buriol, L.;Machado, P. Chem. Rev. 2009, 109, 4140. https://doi.org/10.1021/cr9001098
  4. Tanaka, K; Toda, F. Chem. Rev. 2000, 100, 1025. https://doi.org/10.1021/cr940089p
  5. Haggblom, M. M.; Ahn, Y. B.; Fennell, D. E.; Kerkhof, L. J.;Rhee, S. K. Adv. Appl. Microbiol. 2003, 53, 61. https://doi.org/10.1016/S0065-2164(03)53002-7
  6. Zinovyev, S.; Shelepchikov, A.; Tundo, P. Appl. Catal. B 2007,72, 289. https://doi.org/10.1016/j.apcatb.2006.11.005
  7. Keane, M. A.; Pina, G.; Tavoularis, G. Appl. Catal. B 2004, 48,275. https://doi.org/10.1016/j.apcatb.2003.11.004
  8. Iranpoor, N.; Firouzabadi, H.; Azadi, R. J. Organomet. Chem.2010, 695, 887. https://doi.org/10.1016/j.jorganchem.2010.01.001
  9. Navarro, O.; Marion, N.; Oonishi, Y.; Kelly, R. A.; Nolan, S. P. J.Org. Chem. 2006, 71, 685. https://doi.org/10.1021/jo0521201
  10. Leger, B.; Nowicki, A.; Roucoux, A.; Rolland, J. P. J. Mol. Catal.A 2007, 266, 221. https://doi.org/10.1016/j.molcata.2006.11.004
  11. Fujita, K.; Owaki, M.; Yamaguchi, R. Chem. Commun. 2002,2964.
  12. Mao, J.; Yan, X.; Gu, H.; Jiang, L. Chin. J. Catal. 2009, 30, 182. https://doi.org/10.1016/S1872-2067(08)60095-9
  13. Xu, Y.; Zhu, Y.; Zhao, F.; Ma, C. Appl. Catal. A 2007, 324, 83. https://doi.org/10.1016/j.apcata.2007.02.049
  14. Monguchi, Y.; Kume, A.; Hattori, K.; Maegawa, T.; Sajiki, H.Tetrahedron 2006, 62, 7926. https://doi.org/10.1016/j.tet.2006.05.025
  15. Cellier, P. P.; Spindler, J. F.; Taillefer, M.; Cristau, H. J. TetrahedronLett. 2003, 44, 7191. https://doi.org/10.1016/S0040-4039(03)01789-1
  16. Howe, R. F. Appl. Catal. A 2004, 271, 3. https://doi.org/10.1016/j.apcata.2004.05.031
  17. Kwon, M. S.; Kim, N.; Park, C. M.; Lee, J. S.; Kang, K. Y.;Park, J. Org. Lett. 2005, 7, 1077. https://doi.org/10.1021/ol047381w
  18. Kwon, M. S.; Kim, N.; Seo,S. H.; Park, I. S.; Cheedrala, R. K.; Park, J. Angew. Chem. Int. Ed.2005, 44, 6913. https://doi.org/10.1002/anie.200502422
  19. Kwon, M.; Kim, S.; Park, S.; Bosco, W.;Chidrala, R. K.; Park, J. J. Org. Chem. 2009, 74, 2877. https://doi.org/10.1021/jo8026609
  20. Chang, F.; Kim, H.; Lee, B.; Park, S.; Park, J. Tetrahedron Lett.2010, 51, 4250. https://doi.org/10.1016/j.tetlet.2010.06.024
  21. Wang, J.; Zhu, Z.; Huang, W.; Deng, M.; Zhou, X. J. Organomet.Chem. 2008, 693, 2188. https://doi.org/10.1016/j.jorganchem.2008.03.019
  22. Pri-Bar, I.; James, B. R. J. Mol. Catal. A 2007, 264, 135. https://doi.org/10.1016/j.molcata.2006.07.046
  23. Hara, T.; Mori, K., Oshiba, M.; Mizugaki, T., Ebitani, K.; Kaneda,K. Green Chem. 2004, 6, 507. https://doi.org/10.1039/b408185d
  24. Studer, M.; Blaser, H. U. J. Mol. Catal. A 1996, 112, 437. https://doi.org/10.1016/1381-1169(96)00151-3
  25. Aramendia, M. A.; Borau, V.; Garcia, I. M.; Jimenez, C.; Lafont,F.; Marinas, A.; Marinas, J. M.; Urbano, F. J. J. Mol. Catal. A2002, 184, 237. https://doi.org/10.1016/S1381-1169(01)00530-1
  26. Levine, M.; Temin, S. C. J. Org. Chem. 1957, 22, 85. https://doi.org/10.1021/jo01352a608
  27. Koo, J. J. Am. Chem. Soc. 1953, 75, 720. https://doi.org/10.1021/ja01099a062

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