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Vol. 33 No. 1 (2021): Vol 33 Issue 1

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Catalytic Efficacy of 2,2′-Bipyridine Cobalt(II) Complex: Hydrothermal Synthesis, X-Ray Structure and Aerobic Epoxidation of Alkenes

https://doi.org/10.14233/ajchem.2021.22906
Rajesh Bera
Department of Chemistry, Dinabandhu Andrews College, Garia, Kolkata-700084, India

Corresponding Author(s) : Rajesh Bera

berarajesh2010@gmail.com

Asian Journal of Chemistry, Vol. 33 No. 1 (2021): Vol 33 Issue 1

Abstract

A mononuclear cobalt(II) complex, [Co(bpy)2(NO3)](NO3)·3H2O (1) (bpy = 2,2′-bipyridine) has been synthesized hydrothermally and the crystal structure was characterized by X-ray crystallography. Complex 1 is capable of activating aerobic oxygen at atmospheric pressure. [Co(bpy)2(NO3)](NO3)·3H2O (1) was used as an active catalyst for the aerobic epoxidaion of various alkenes with isobutyraldehyde as co-reductant in acetonitrile medium. Complex 1 catalyzes the epoxidaion reaction efficiently, which reflected in high yield of products with desired selectivity.

Keywords

Cobalt(II) Hydrothermal synthesis X-ray crystallography Epoxidation Alkene 2,2′-Bipyridine
Bera, R. (2020). Catalytic Efficacy of 2,2′-Bipyridine Cobalt(II) Complex: Hydrothermal Synthesis, X-Ray Structure and Aerobic Epoxidation of Alkenes. Asian Journal of Chemistry, 33(1), 10–14. https://doi.org/10.14233/ajchem.2021.22906
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References
  1. W. Gerhartz, Y.S. Yamamoto, L. Kandy, J.F. Rounsaville and G. Schulz, Ullmann’s Encyclopedia of Industrial Chemistry, Verlag Chemie; Weinheim, Germany, edn 5, vol. A9, p. 531 (1987).
  2. D. Swern, Organic Peroxide, Wiley-Interscience; New York, vol. 2 (1971).
  3. G.A. Barf and R.A. Sheldon, J. Mol. Catal. A Chem., 102, 23 (1995); https://doi.org/10.1016/1381-1169(95)00089-5
  4. M. Hamamoto, K. Nakayama, Y. Nishiyama and Y. Ishii, J. Org. Chem., 58, 6421 (1993); https://doi.org/10.1021/jo00075a043
  5. I. Tabushi and N. Koga, J. Am. Chem. Soc., 101, 6456 (1979); https://doi.org/10.1021/ja00515a063
  6. D. Mansuy, M. Fontecave and J.-F. Bartoli, J. Chem. Soc. Chem. Commun., 253 (1983); https://doi.org/10.1039/C39830000253
  7. T. Yamada, K. Imagawa and T. Mukaiyama, Chem. Lett., 21, 2109 (1992); https://doi.org/10.1246/cl.1992.2109
  8. T. Mukaiyama and T. Yamada, Bull. Chem. Soc. Jpn., 68, 17 (1995); https://doi.org/10.1246/bcsj.68.17
  9. Z. Xi, H. Wang, Y. Sun, N. Zhou, G. Cao and M. Li, J. Mol. Catal. A Chem., 168, 299 (2001); https://doi.org/10.1016/S1381-1169(00)00189-8
  10. T. Yamada, T. Takai, O. Rhode and T. Mukaiyama, Chem. Lett., 20, 1 (1991); https://doi.org/10.1246/cl.1991.1
  11. T. Mukaiyama, T. Yamada, T. Nagata and K. Imagawa, Chem. Lett., 22, 327 (1993); https://doi.org/10.1246/cl.1993.327
  12. T. Yamada, T. Takai, O. Rhode and T. Mukaiyama, Bull. Chem. Soc. Jpn., 64, 2109 (1991); https://doi.org/10.1246/bcsj.64.2109
  13. T. Nagata, K. Imagawa, T. Yamada and T. Mukaiyama, Chem. Lett., 23, 1259 (1994); https://doi.org/10.1246/cl.1994.1259
  14. J.Y. Qi, Y.M. Li, Z.Y. Zhou, C.M. Che, C.H. Yeung and A.S.C. Chan, Adv. Synth. Catal., 347, 45 (2005); https://doi.org/10.1002/adsc.200404224
  15. K.S. Ravikumar, F. Barbier, J.-P. Bégué and D. Bonnet-Delpon, Tetrahedron, 54, 7457 (1998); https://doi.org/10.1016/S0040-4020(98)00396-2
  16. J. Haber, T. Mlodnicka and J. Poltowicz, J. Mol. Catal., 54, 451 (1989); https://doi.org/10.1016/0304-102(89)80160-9
  17. A.K. Mandal and J. Iqbal, Tetrahedron, 53, 7641 (1997); https://doi.org/10.1016/S0040-4020(97)00431-6
  18. S. Ellis and I.V. Kozhevnikov, J. Mol. Catal. Chem., 187, 227 (2002); https://doi.org/10.1016/S1381-1169(02)00274-1
  19. X.-T. Zhou, Q.-H. Tang and H.-B. Ji, Tetrahedron Lett., 50, 6601 (2009); https://doi.org/10.1016/j.tetlet.2009.09.061
  20. R. Raja, G. Sankar and J.M. Thomas, Chem. Commun., 829 (1999); https://doi.org/10.1039/a901127g
  21. R.A. Sheldon and J.K. Kochi, Metal-Catalyzed Oxidation of Organic Compounds, Academic Press: New York (1981).
  22. R.A. Budnik and J.K. Kochi, J. Org. Chem., 41, 1384 (1976); https://doi.org/10.1021/jo00870a020
  23. A. Zombeck, D.E. Hamilton and R.S. Drago, J. Am. Chem. Soc., 104, 6782 (1982); https://doi.org/10.1021/ja00388a051
  24. D.E. Hamilton, R.S. Drago and A. Zombeck, J. Am. Chem. Soc., 109, 374 (1987); https://doi.org/10.1021/ja00236a014
  25. B. Rhodes, S. Rowling, P. Tidswell, S. Woodward and S.M. Brown, J. Mol. Catal. Chem., 116, 375 (1997); https://doi.org/10.1016/S1381-1169(96)00360-3
  26. T. Punniyamurthy, B. Bhatia and J. Iqbal, J. Org. Chem., 59, 850 (1994); https://doi.org/10.1021/jo00083a029
  27. T. Punniyamurthy, S. Velusamy and J. Iqbal, Chem. Rev., 105, 2329 (2005); https://doi.org/10.1021/cr050523v
  28. D. Saha, T. Maity, R. Bera and S. Koner, Polyhedron, 56, 230 (2013); https://doi.org/10.1016/j.poly.2013.03.050
  29. R.I. Kureshy, N.H. Khan, S.H.R. Abdi, A.K. Bhatt and P. Iyer, J. Mol. Catal. Chem., 121, 25 (1997); https://doi.org/10.1016/S1381-1169(96)00452-9
  30. M.J. da Silva, P. Robles-Dutenhefner, L. Menini and E.V. Gusevskaya, J. Mol. Catal. Chem., 201, 71 (2003); https://doi.org/10.1016/S1381-1169(03)00180-8
  31. T. Mukaiyama, K. Yorozu, Y. Takai and T. Yamada, Chem. Lett., 22, 439 (1993); https://doi.org/10.1246/cl.1993.439
  32. S. Bhunia, S. Jana, D. Saha, B. Dutta and S. Koner, Catal. Sci. Technol., 4, 1820 (2014); https://doi.org/10.1039/C4CY00084F
  33. M.J. Beier, W. Kleist, M.T. Wharmby, R. Kissner, B. Kimmerle, P.A. Wright, J. Grunwaldt and A. Baiker, Chem. Eur. J., 18, 887 (2012); https://doi.org/10.1002/chem.201101223
  34. M. Jafarpour, H. Kargar and A. Rezaeifard, RSC Adv., 6, 79085 (2016); https://doi.org/10.1039/C6RA16167G
  35. M. Kazemnejadi, A. Shakeri, M. Nikookar, M. Mohammadi and M. Esmaeilpour, Res. Chem. Intermed., 43, 6889 (2017); https://doi.org/10.1007/s11164-017-3027-z
  36. Z. Li, S. Wu, H. Ding, D. Zheng, J. Hu, X. Wang, Q. Huo, J. Guan and Q. Kan, New J. Chem., 37, 1561 (2013); https://doi.org/10.1039/c3nj00099k
  37. B. Qi, X.-H. Lu, S.-Y. Fang, J. Lei, Y.-L. Dong, D. Zhou and Q.-H. Xia, J. Mol. Catal. Chem., 334, 44 (2011); https://doi.org/10.1016/j.molcata.2010.10.021
  38. P. Shringarpure and A. Patel, J. Mol. Catal. Chem., 321, 22 (2010); https://doi.org/10.1016/j.molcata.2010.01.014
  39. J. Sun, G. Yu, L. Liu, Z. Li, Q. Kan, Q. Huo and J. Guan, Catal. Sci. Technol., 4, 1246 (2014); https://doi.org/10.1039/c4cy00017j
  40. G. Yu, J. Sun, F. Muhammad, P. Wang and G. Zhu, RSC Adv., 4, 38804 (2014); https://doi.org/10.1039/C4RA03746D
  41. Y.-Q. Zheng and J.-L. Lin, Z. Kristallogr. NCS, 217, 331 (2002); https://doi.org/10.1524/ncrs.2002.217.1.331
  42. Bruker. APEX 2, SAINT, XPREP, Bruker AXS Inc., Madison, Wisconsin, USA (2007).
  43. Bruker. SADABS. Bruker AXS Inc., Madison, Wisconsin, USA (2001).
  44. G.M. Sheldrick, SHELXS97 and SHELXL97, Programs for Crystal Structure Solution and Refinement, University of Göttingen, Germany (1997).
  45. M.N. Burnett and C.K. Jonnson, ORTEP III, Report ORNL-6895, Oak Ridge National Laboratory, Tennessee, USA (1996).
  46. I.J. Bruno, J.C. Cole, P.R. Edgington, M. Kessler, C.F. Macrae, P. McCabe, J. Pearson and R. Taylor, Acta Crystallogr. B, 58, 389 (2002); https://doi.org/10.1107/S0108768102003324
  47. R. Sen, A. Bhattacharjee, P. Gütlich, Y. Miyashita, K. Okamoto and S. Koner, Inorg. Chim. Acta, 362, 4663 (2009); https://doi.org/10.1016/j.ica.2009.06.036
  48. P. Buranaprasertsuk, Y. Tangsakol and W. Chavasiri, Catal. Commun., 8, 310 (2007); https://doi.org/10.1016/j.catcom.2006.06.022
  49. Z. Opre, T. Mallat and A. Baiker, J. Catal., 245, 482 (2007); https://doi.org/10.1016/j.jcat.2006.11.018
  50. P.M. O’Neill, S. Hindley, M.D. Pugh, J. Davies, P.G. Bray, B.K. Park, D.S. Kapu, S.A. Ward and P.A. Stocks, Tetrahedron Lett., 44, 8135 (2003); https://doi.org/10.1016/j.tetlet.2003.09.033
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