Organometallic complexes of halogen metallic salts have been used as catalysts in different organic reactions, mainly the oxidation of organic compounds. Their use has not only allowed the reduction of the amounts of catalyst (since they can be reused) but also a lower generation of byproducts and wastes. The different reaction media developed through the research were analyzed by several green parameters, and the best results were obtained with complexes that have cyclodextrins as organic ligands. The proposed methodology is an alternative to use of molecular halogen as oxidant or catalyst when halogens are significant chemoselective reactants.
References
1 10.1021/cr900147h, E. Wojaczynska, J. Wojaczynski. Chem. Rev.110, 4303 (2010).Search in Google Scholar
2a 10.1016/j.tetlet.2009.03.106, S. K. Bharadwaj, S. N. Sharma, S. Hussain, M. K. Chaudhuri. Tetrahedron Lett.50, 3767 (2009).Search in Google Scholar
2b 10.1016/j.catcom.2010.06.015, P. Tundo, G. P. Romanelli, P. G. Vázquez, F. Aricò. Catal. Commun.11, 1181 (2010).Search in Google Scholar
2c 10.1016/j.tetlet.2011.04.088, S. Kumar, S. Verma, S. L. Jain, B. Sain. Tetrahedron Lett.52, 3393 (2011).Search in Google Scholar
3a P. Neves, T. R. Amarante, A. C. Gomes, A. C. Coelho, S. Gago, M. Pillinger, I. S. Goncàlves, C. M. Silva, A. A. Valente. Appl. Catal., A:395, 71 (2011).10.1016/j.apcata.2011.01.029Search in Google Scholar
3b Y.-C. Jeong, D.-J. Ahn, W.-S. Lee, S.-H. Lee, K.-H. Ahn. Bull. Korean Chem. Soc.32, 1063 (2011).Search in Google Scholar
4a 10.1351/pac200072071207, P. Tundo, P. Anastas, D. StC. Black, J. Breen, T. Collins, S. Memoli, J. Miyamoto, M. Polyakoff, W. Tumas. Pure Appl. Chem.72, 1207 (2000).Search in Google Scholar
4b 10.1016/S0920-5861(99)00222-9, P. T. Anastas, L. B. Bartlett, M. M. Kirchhoff, T. C. Williamson. Catal. Today55, 11 (2000).Search in Google Scholar
4c P. T. Anastas, M. M. Kirchhoff, T. C. Williamson. Appl. Catal., A221, 3 (2001).10.1016/S0926-860X(01)00793-1Search in Google Scholar
4d 10.1016/S0920-5861(02)00374-7, G. Centi, S. Perathoner. Catal. Today77, 287 (2003).Search in Google Scholar
4e P. Tundo, F. Aricò. Chem. Int.29, 4 (2007).Search in Google Scholar
4f P. Tundo, A. Perosa, F. Zecchini (Eds.). Methods and Reagents for Green Chemistry: An Introduction, John Wiley (2007).10.1002/9780470124086Search in Google Scholar
5 10.1021/jo980410u, A. R. Suárez, A. M. Baruzzi, L. I. Rossi. J. Org. Chem.63, 5689 (1998).Search in Google Scholar
6a 10.1016/j.tet.2004.11.041, P. Kowalski, K. Mitka, K. Ossowska, Z. Kolarska. Tetrahedron61, 1933 (2005).Search in Google Scholar
6b 10.1016/j.tetasy.2010.05.020, K. A. Stingl, S. B. Tsogoeva. Tetrahedron: Asymmetry21, 1055 (2010).Search in Google Scholar
7 10.1080/02786110212863, L. I. Rossi, A. R. Suárez. Sulfur Lett.25, 123 (2002).Search in Google Scholar
8 10.1021/jo0017178, A. Bravo, B. Dordi, F. Fontana, F. Minisci. J. Org. Chem.66, 3232 (2001).Search in Google Scholar PubMed
9a 10.1246/bcsj.39.364, S. Oae, Y. Onishi, S. Kozuka, W. Tagaki. Bull. Chem. Soc. Jpn.39, 364 (1966).Search in Google Scholar
9b 10.1021/jo00392a008, R. S. Glass, A. Petsom, G. S. Wilson. J. Org. Chem.52, 3537 (1987).Search in Google Scholar
10a 10.1016/j.tetlet.2005.07.057, M. M. Heravi, F. Derikvand, M. Ghassemzadeh, B. Neumüller. Tetrahedron Lett.46, 6243 (2005).Search in Google Scholar
10b 10.1016/j.tetlet.2006.07.006, J. A. Struss, W. D. Barnhart, M. R. Velasco, A. Bronley-DeLancey. Tetrahedron Lett.47, 6635 (2006).Search in Google Scholar
11 10.1246/bcsj.62.3376, S. Kajigaeshi, K. Murakawa, S. Fujisaki, T. Kakinami. Bull. Chem. Soc. Jpn.62, 3376 (1989).Search in Google Scholar
12 10.1016/S0040-4039(03)01015-3, G. Kar, A. K. Saikia, U. Bora, S. K. Dehury, M. K. Chaudhuri. Tetrahedron Lett.44, 4503 (2003).Search in Google Scholar
13 10.1016/S1472-7862(02)00076-X, L. I. Rossi, R. H. de Rossi. J. Supramol. Chem.2, 509 (2002).Search in Google Scholar
14 10.1039/b815986f, C. O. Kinen, L. I. Rossi, R. H. de Rossi. Green Chem.11, 223 (2009).Search in Google Scholar
15 10.1016/0040-4039(95)00033-9, A. R. Suárez, L. I. Rossi, S. E. Martín. Tetrahedron Lett.36, 1201 (1995).Search in Google Scholar
16 A. R. Suárez, L. I. Rossi. Sulfur Lett.23, 89 (1999).Search in Google Scholar
17 L. I. Rossi, S. E. Martín. Appl. Catal., A250, 271 (2003).Search in Google Scholar
18 10.1021/jo9015248, C. O. Kinen, L. I. Rossi, R. H. de Rossi. J. Org. Chem.74, 7132 (2009).Search in Google Scholar
19 10.1016/S0040-4039(01)01490-3, S. E. Martín, L. I. Rossi. Tetrahedron Lett.42, 7147 (2001).Search in Google Scholar
20 L. I. Rossi, R. H. de Rossi. Appl. Catal., A267, 267 (2004).10.1016/j.apcata.2004.03.011Search in Google Scholar
21 C. O. Kinen, L. I. Rossi, R. H. de Rossi. Appl. Catal., A312, 120 (2006).10.1016/j.apcata.2006.06.038Search in Google Scholar
22 A. R. Suárez, L. I. Rossi. Sulfur Lett.24, 73 (2000).Search in Google Scholar
23 10.1016/j.dyepig.2010.12.009, M. I. Velasco, C. O. Kinen, R. H. de Rossi, L. I. Rossi. Dyes Pigm.90, 259 (2011).Search in Google Scholar
24 10.1016/j.jclepro.2006.12.006, P. Glavic, R. Lukman. J. Clean. Prod.15, 1875 (2007).Search in Google Scholar
25a 10.1039/b007871i, A. D. Curzons, D. J. C. Constable, D. N. Mortimer, V. L. Cunningham. Green Chem.3, 1 (2001).Search in Google Scholar
25b 10.1039/b206169b, D. J. C. Constable, A. D. Curzons, V. L. Cunningham. Green Chem.4, 521 (2002).Search in Google Scholar
25c 10.1021/op049803n, J. Andraos. Org. Process Res. Dev.9, 149 (2005).Search in Google Scholar
25d 10.1021/op050014v, J. Andraos. Org. Process Res. Dev.9, 404 (2005).Search in Google Scholar
25e 10.1021/op0501904, J. Andraos. Org. Process Res. Dev.10, 212 (2006).Search in Google Scholar
26a 10.1016/j.tet.2004.10.007, M. Lombardo, K. Gianotti, S. Licciulli, C. Trombini. Tetrahedron60, 11725 (2004).Search in Google Scholar
26b 10.1039/b312329d, P. J. Dunn, S. Galvin, K. Hettenbach. Green Chem.6, 43 (2004).Search in Google Scholar
26c 10.1021/op700008k, M. A. Kuzemko, S. D. Van Amum, H. J. Niemezyk. Org. Process Res. Dev.11, 470 (2007).Search in Google Scholar
27 10.1126/science.1962206, B. M. Trost. Science254, 1471 (1991).Search in Google Scholar PubMed
© 2013 Walter de Gruyter GmbH, Berlin/Boston