Osmium complexes in catalysis of olefin hydrogenation and isomerization

doi:10.1016/S1872-2067(16)62542-1

Abstract

Abstract:

This review focuses on the evolution of the use of osmium complexes as catalysts in the hydrogena-tion and isomerization of olefins. Osmium systems show good catalytic activities and selectivities in the hydrogenation of olefins via both dihydrogen and transfer hydrogenation. Such systems there-fore have significant potential to become a powerful tool in organic synthesis.

Key words: Osmium complexes, Hydrogenation, Transfer hydrogenation, Alkene isomerization, Olefins

Giorgio Chelucci, Gérard A. Pinna, Giansalvo Pinna, Maurizio Solinas, Barbara Sechi. Osmium complexes in catalysis of olefin hydrogenation and isomerization[J]. Chinese Journal of Catalysis, 2016, 37(11): 1824-1836.

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URL: https://www.cjcatal.com/EN/10.1016/S1872-2067(16)62542-1

https://www.cjcatal.com/EN/Y2016/V37/I11/1824

References

[1] R. H. Morris, Ruthenium and Osmium, in:The Handbook of Homo-geneous Hydrogenation, J. G. de Vries, C. J. Elsevier, eds, Wiley-VCH, Weinheim, 2008, 45-70.
[2] R. A. Sánchez-Delgado, M. Rosales, M. A. Esteruelas, L. A. Oro, J. Mol. Catal. A, 1995, 96, 231-243.
[3] G. Chelucci, S. Baldino, W. Baratta, Acc. Chem. Res., 2015, 48,363-379.
[4] G. Chelucci, S. Baldino, W. Baratta, Coord. Chem. Rev., 2015, 300, 29-85.
[5] L. Vaska, Inorg. Nucl. Chem. Lett., 1965, 1, 89-95.
[6] T. R. B.Mitchell, J. Chem. Soc. B, 1970, 823-825.
[7] B. Bell, J. Chatt, G. J. Leigh, J. Chem. Soc., Dalton Trans., 1973, 997-1004.
[8] R. A. Sánchez-Delgado, A. Andriollo, N. Valencia, J. Chem. Soc., Chem. Commun., 1983, 444-445.
[9] L. Vaska, J. Am. Chem. Soc., 1964, 86, 1943-1950.
[10] R. A. Sánchez-Delgado, A. Andriollo, E. Gonzalez, N. Valencia, V. León, J. Espidel, J. Chem. Soc., Dalton Trans., 1985, 1859-1863.
[11] R. A. Sánchez-Delgado, A. Andriollo, N. Valencia, J. Mol. Catal., 1984, 24, 217-220.
[12] M. Rosales, A. González, J. Navarro, H. Soscún, J. Zárraga, Inorg. Chim. Acta, 1997, 257, 131-135.
[13] M. Rosales, A. González, M. Mora, N. Nader, J. Navarro, L. Sánchez, H. Soscún, Transition Metal Chem., 2004, 29, 205-211.
[14] M. Rosales, Y. Alvarado, N. Gallardo, R. Rubio, Transition Metal Chem., 1995, 20, 242-245.
[15] M. A. Esteruelas, H. Werner, J. Organomet. Chem., 1986, 303, 221-231.
[16] M. A. Esteruelas, E. Sola, L. A. Oro, H. Werner, U. Meyer, J. Mol. Catal., 1988, 45, 1-5.
[17] A. Andriollo, M. A. Esteruelas, U. Meyer, L. A. Oro, R. A. Sánchez-Delgado, E. Sola, C. Valero, H. Werner, J. Am. Chem. Soc., 1989, 111, 7431-7437.
[18] M. Aracama, M. A. Estemelas, F. J. Lahoz, J. A. Lopez, U. Meyer, L. A. Oro, H. Werner, Inorg. Chem., 1991, 30, 288-293.
[19] C. Bianchini, E. Farnetti, M. Graziani, M. Peruzzini, A. Polotts, Or-ganometallics, 1993, 12, 3753-3761.
[20] T. F. Mao, G. L. Rempel, J. Mol. Catal. A, 2000, 153, 63-73.
[21] G. L. Rempel, N. T. McManus, J. S. Parent, US Patent 5561197, 1996.
[22] J. S. Parent, Catalytic Hydrogenation of Butadiene Copolymers. Ph.D. Thesis, University of Waterloo, Waterloo, Ontario, Canada, 1996.
[23] J. S. Parent, N. T. McManus, G. L. Rempel, Ind. Eng. Chem. Res., 1996, 35, 4417-4423.
[24] P. Martin, N. T. McManus, G. L. Rempel, J. Mol. Catal. A, 1997, 126, 115-131.
[25] J. S. Parent, N. T. McManus, G. L. Rempel, Ind. Eng. Chem. Res., 1998, 37, 4253-4261.
[26] J. S. Parent, N. T. McManus, G. L. Rempel, W. P. Power, T. B. Marder, J. Mol. Catal. A, 1998, 135, 285-293.
[27] K. Charmondusit, P. Prasassarakich, N. T. McManus, G. L. Rempel, J. Appl. Polym. Sci., 2003, 89, 142-152.
[28] N. Hinchiranan, P. Prasassarakich, G. L. Rempel, J. Appl. Polym. Sci., 2006, 100, 4499-4514.
[29] A. Mahittikul, P. Prasassarakich, G. L. Rempel, J. Appl. Polym. Sci., 2006, 100, 640-655.
[30] S. Kongparakul, P. Prasassarakich, G. L. Rempel, Eur. Polymer J., 2009, 45, 2358-2373.
[31] R. A. Sànchez-Delgado, M. Medina, F. López-Linares, A. Fuentes, J. Mol. Catal. A, 1997, 116, 167-177.
[32] G. Albertin, S. Antoniutti, J. Castro, S. Paganelli, J. Organomet. Chem., 2010, 695, 2142-2152.
[33] A. Acosta-Ramirez, M. Bertoli, D. G. Gusev, M. Schlaf, Green Chem., 2012, 14, 1178-1188.
[34] D. F. Schreiber, C. O'Connor, C. Grave, H. Müller-Bunz, R. Scopelliti, P. J. Dyson, A. D. Phillips, Organometallics, 2013, 32, 7345-7356.
[35] A. Kulkarni, R. J. Lobo-Lapidus, B. C. Gates, Chem. Commun., 2010, 46, 5997-6015.
[36] R. P. Ferrari, G. A. Vaglio, Inorg. Chim. Acta, 1976, 20, 141-143.
[37] J. B. Keister, J. R. Shapley, J. Am. Chem. Soc., 1976, 98, 1056-1057.
[38] A. Choplin, B. Besson, L. D'Omelas, R. Sánchez-Delgado, J. M. Bas-set, J. Am. Chem. Soc., 1988, 110, 2783-2787.
[39] B. Besson, A. Choplin, L. D'Omelas, J. M. Basset, J. Chem. Soc., Chem. Commun., 1982, 843-845.
[40] R. A. Sánchez-Delgado, J. Puga, M. Rosales, J. Mol. Catal., 1984, 24, 221-225.
[41] J. L. Zuffa, W. L. Gladfelter, J. Am. Chem. Soc., 1986, 108, 4669-4671.
[42] R. A. Sánchez-Delgado, A. Andriollo, J. Puga, G. Martin, Inorg. Chem., 1987, 26, 1867-1870.
[43] A. Mayboroda, P. Comba, H. Pritzkow, G. Rheinwald, H. Lang, G. van Koten, Eur. J. Inorg. Chem., 2003, 1703-1710.
[44] A. Mayboroda, G. Rheinwald, H. Lang, Eur. J. Inorg. Chem., 2001, 2263-2269.