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Supported Ruthenium and Tetrapropylammonium Bromide Catalysts for Oxidative Carboxylation of 1-Decene
Corresponding Author(s) : Raiedhah A. Alsaiari
Asian Journal of Chemistry,
Vol. 32 No. 4 (2020): Vol 32 Issue 4, 2020
Abstract
Cyclic carbonate compounds are valuable for a range of applications and can be synthesized by a one-pot reaction involving epoxidation of olefin followed by reaction of the epoxide with CO2. This study used supported ruthenium catalysts for the epoxidation step (first step), where a combination of tetrapropylammonium bromide and zinc bromide was used for the cycloaddition of carbon dioxide. The supported ruthenium catalyst, prepared by a sol-immobilization method, allowed the effective epoxidation of 1-decene in air (using oxygen as the main oxidant) at 90 ºC in the presence of a catalytic quantity of radical initiator. This approach was applied to the one-pot multi-step oxidative carboxylation of 1-decene in the presence of 1 % Ru/support-Pr4NBr/ZnBr2 catalyst.
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- M. Aresta and A. Dibenedetto, Dalton Trans., 2975 (2007); https://doi.org/10.1039/b700658f
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References
M. Aresta and A. Dibenedetto, Dalton Trans., 2975 (2007); https://doi.org/10.1039/b700658f
H. Sugimoto and S. Inoue, J. Polym. Sci. A Polym. Chem., 42, 5561 (2004); https://doi.org/10.1002/pola.20319
A.A.G. Shaikh and S. Sivaram, Chem. Rev., 96, 951 (1996); https://doi.org/10.1021/cr950067i
D. Bai and H. Jing, Green Chem., 12, 39 (2010); https://doi.org/10.1039/B916042F
J.A. Verdol, Cyclic Carbonate from Olefins, U.S. Patent 3025305 (1962).
J. Sun, S.-i. Fujita, F. Zhao, M. Hasegawa and M. Arai, J. Catal., 230, 398 (2005); https://doi.org/10.1016/j.jcat.2004.12.015
M. Aresta, A.T.I. Dibenedetto and I. Tommasi, Appl. Organomet. Chem., 14, 799 (2000); https://doi.org/10.1002/1099-0739(200012)14:12<799::AIDAOC82>3.0.CO;2-8
R. Srivastava, D. Srinivas and P. Ratnasamy, Catal. Lett., 91, 133 (2003); https://doi.org/10.1023/B:CATL.0000006329.37210.fd
J. Sun, S-i Fujita, B.M. Bhanage and M. Arai, Catal. Commun., 5, 83 (2004); https://doi.org/10.1016/j.catcom.2003.11.016
R.V. Engel, R. Alsaiari, E. Nowicka, S. Pattisson, P.J. Miedziak, S.A. Kondrat, D.J. Morgan and G.J. Hutchings, Top. Catal., 61, 509 (2018); https://doi.org/10.1007/s11244-018-0900-y
F. Chen, T. Dong, T. Xu, X.H.C. Li and C. Hu, Green Chem., 13, 2518 (2011); https://doi.org/10.1039/c1gc15549k
N.V. Maksimchuk, I.D. Ivanchikova, A.B. Ayupov and O. Kholdeeva, Appl. Catal. B, 181, 363 (2016); https://doi.org/10.1016/j.apcatb.2015.08.010
A.A. Sathe, A.M.K. Nambiar and M. Rioux, Catal. Sci. Technol., 7, 84 (2017); https://doi.org/10.1039/C6CY01974A
M. Aresta and A. Dibenedetto, J. Mol. Catal. A, 182-183, 399 (2012); https://doi.org/10.1016/S1381-1169(01)00514-3
M.J. Beier, W. Kleist, M.T. Wharmby, R. Kissner, B. Kimmerle, P.A. Wright, J.-D.B.A. Grunwaldt and A. Baiker, Chem. Eur., 18, 887 (2012); https://doi.org/10.1002/chem.201101223
S. Kumar, N. Singhal, R.K. Singh, P. Gupta, R. Singh and S.L. Jain, Dalton Trans., 44, 11860 (2015); https://doi.org/10.1039/C5DT01012H
D.R. Jones, S. Iqbal, P.J. Miedziak, D.J. Morgan, J.K. Edwards, Q. He and G.J. Hutchings, Top. Catal., 61, 833 (2018); https://doi.org/10.1007/s11244-018-0927-0
U.N. Gupta, N.F. Dummer, S. Pattisson, R.L. Jenkins, D.W. Knight, D. Bethell and G.J. Hutchings, Catal. Lett., 145, 689 (2015); https://doi.org/10.1007/s10562-014-1425-z
H. Alshammari, React. Kinet. Mech. Catal., 119, 149 (2016); https://doi.org/10.1007/s11144-016-1031-8
P. Miedziak, M. Sankar, N. Dimitratos, J.A. Lopez-Sanchez, A.F. Carley, D.W. Knight, S.H. Taylor, C.J. Kiely and G.J. Hutchings, Catal. Today, 164, 315 (2011); https://doi.org/10.1016/j.cattod.2010.10.028
H. Yasuda, L.N. He, T. Sakakura and C. Hu, J. Catal., 233, 119 (2005); https://doi.org/10.1016/j.jcat.2005.04.030
P. Ramidi, P. Munshi, Y. Gartia, S. Pulla, A.S. Biris, A. Paul and A. Ghosh, Chem. Phys. Lett., 512, 273 (2011); https://doi.org/10.1016/j.cplett.2011.07.035