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Catalytic Activity of Iron and Ruthenium Complexes of Bis(2,3-dihydroxy benzaldehyde)pyridine diimine towards Oxidation of Cyclohexene, Cyclohexane, THF and Alcohols Using O2, H2O2, t-BuOOH
Asian Journal of Chemistry,
Vol. 29 No. 1 (2017): Vol 29 Issue 1
Abstract
The oxidation of primary alcohols, cyclohexene, cyclohexane and tetrahydrofuran (THF) was studied using the catalysts [Fe(L)ClH2O] (1) and [Ru(LH2)PPh3Cl2H2O] (2) where L = bis(2,3-dihydroxy benzaldehyde)pyridine diimine in various solvents and co-oxidants. Primary aromatic alcohols gave better yields compared to aliphatic alcohols. Both catalysts oxidized cyclohexene into cyclohexene-1-ol and cyclohexene-1-one in almost 1:1 ratio with negligible epoxide formation. The conversion of cyclohexane into cyclohexanol and cyclohexanone was most effective with t-BuOOH as co-oxidant. For THF, iron complex 1 gave better results than ruthenium complex 2.
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- E. Balogh-Hergovich and G. Speier, J. Mol. Catal. Chem., 230, 79 (2005).
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- T.D. Thangadurai and S.-K. Ihm, Transition Met. Chem., 29, 189 (2004).
- A.S. Kanmani and S. Vancheesan, J. Mol. Catal. Chem., 125, 127 (1997).
- D. Chatterjee, Coord. Chem. Rev., 252, 176 (2008).
- H. Li Kam Wah and S. Bangarigadu-Sanasy, Asian J. Chem., 25, 9221 (2013).
- M.G. Bhowon, H.L.K. Wah and R. Narain, Polyhedron, 18, 341 (1998).
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- N. Sehlotho and T. Nyokong, J. Mol. Catal. Chem., 209, 51 (2004).
References
E. Balogh-Hergovich and G. Speier, J. Mol. Catal. Chem., 230, 79 (2005).
S. Khare and S. Shrivastava, J. Mol. Catal. Chem., 217, 51 (2004).
A.G.J. Ligtenbarg, P. Oosting, G. Roelfes, R.M.L. Crois, R. Hage, B.L. Feringa, M. Lutz and A.L. Spek, Chem. Commun., 385 (2001).
K.C. Gupta and A.K. Sutar, Coord. Chem. Rev., 252, 1420 (2008); S. Zhou and W. Chen, Molecules, 20, 8429 (2015); A. Aggarwal, S. Singh, J. Samson and C.M. Drain, Macromol. Rapid Commun., 33, 1220 (2012).
D. Chatterjee and A. Mitra, J. Coord. Chem., 57, 175 (2004).
C.-M. Che, W.-P. Yip and W.-Y. Yu, Chem. Asian J., 1, 453 (2006).
R. Karvembu, S. Hemalatha, R. Prabhakaran and K. Natarajan, Inorg. Chem. Commun., 6, 486 (2003).
T.D. Thangadurai and S.-K. Ihm, Transition Met. Chem., 29, 189 (2004).
A.S. Kanmani and S. Vancheesan, J. Mol. Catal. Chem., 125, 127 (1997).
D. Chatterjee, Coord. Chem. Rev., 252, 176 (2008).
H. Li Kam Wah and S. Bangarigadu-Sanasy, Asian J. Chem., 25, 9221 (2013).
M.G. Bhowon, H.L.K. Wah and R. Narain, Polyhedron, 18, 341 (1998).
Z.Q. Lei, Q.X. Kang, X.Z. Bai, Z.W. Yang and Q.H. Zhang, Chin. Chem. Lett., 16, 846 (2005).
R. Karvembu and K. Natarajan, Polyhedron, 21, 1721 (2002).
J. Hu, L. Chen, K. Zhu, A. Suchopar and R. Richards, Catal. Today, 122, 277 (2007).
N. Sehlotho and T. Nyokong, J. Mol. Catal. Chem., 209, 51 (2004).