Abstract
Three-component silica-supported palladium-containing systems based on chitosan were synthesized and studied by scanning electron microscopy. These systems showed catalytic activity in the hydrogenation (including chemoselective hydrogenation) of α,β-unsaturated phosphonic acids and their esters. Modification of chitosan on the silica surface with glutaraldehyde considerably enhances the stability and activity of the catalyst.
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Yang, J.H. and Vigee, G.S., J. Inorg. Biochem., 1991, vol. 41, p. 7.
Chiessi, E. and Pispisa, B., J. Mol. Catal., 1994, vol. 87, p. 177.
Chernetskii, V.N. and Nifant’ev, N.E., Ros. Khim. Zh., 1997, vol. 41, no. 1, p. 80.
Kumar, M.N.V.R., React. Funct. Polym., 2000, vol. 46, p. 1.
Guibal, E., Prog. Polym. Sci., 2005, vol. 30, p. 71.
Han, H.-S., Jiang, S.-N., Huang, M.-Y., and Jiang, Y.-Y., Polym. Adv. Technol., 1996, vol. 7, p. 704.
Tang, L.-M., Meng, Z.-H., Huang, M.-Y., and Jiang, Y.-Y., React. Polym., 1995, vol. 24, p. 251.
Wei, W.-L., Zhu, H.-Y., Zhao, C.-L., Huang, M.-Y., Jiang, Y.-Y., React. Funct. Polym., 2004, vol. 59, p. 33.
Bellucci, C., Gualtieri, F., Scapecchi, S., Teodori, E., Budriesi, R., and Chiarini, A., Farmaco, 1989, vol. 44, p. 1167.
Bondarenko, N.A., Lermontova, N.N., Bondarenko, G.N., Gulyukina, N.S., Dolgina, T.M., Bachurin, S.O., and Beletskaya, I.P., Khim.-Farm. Zh., 2003, vol. 37, p. 7.
Jung, K.W., Janda, K.D., Sanfilippo, P.J., and Wachter, M., Bioorg. Med. Chem. Lett., 1996, vol. 6, p. 2281.
Lo, C.-H.L., Wentworth, P., Jung, K.W., Yoon, J., Ashley, J.A., and Janda, K.D., J. Am. Chem. Soc., 1997, vol. 119, p. 10251.
Datta, A., Wentworth, P., Shaw, J.P., Simeonov, A., and Janda, K.D., J. Am. Chem. Soc., 1999, vol. 121, p. 10461.
Johnson, J.W., Brody, J.F., Alexander, R.M., Pilarski, B., and Katritzky, A.R., Chem. Mater., 1990, vol. 2, p. 198.
Gulyukina, N.S., Dolgina, T.M., Bondarenko, G.N., Beletskaya, I.P., Bondarenko, N.A., Henry, J.-C., Lavergne, D., Ratovelomanana-Vidal, V., and Genet, J.-P., Russ. J. Org. Chem., 2002, vol. 38, p. 573.
Cho, I.S. and Alper, H., J. Org. Chem., 1994, vol. 59, p. 4027.
Goulioukina, N.S., Dolgina, T.M., Beletskaya, I.P., Henry, J.-C., Lavergne, D., Ratovelomanana-Vidal, V., and Genet, J.-P., Tetrahedron: Asymmetry, 2001, vol. 12, p. 319.
Goulioukina, N.S., Dolgina, T.M., Bondarenko, G.N., Beletskaya, I.P., Ilyin, M.M., Davankov, V.A., and Pfaltz, A., Tetrahedron: Asymmetry, 2003, vol. 14, p. 1397.
Aldea, R. and Alper, H., J. Organomet. Chem., 1998, vol. 551, p. 349.
Finashina, E.D., Kramareva, N.V., and Kustov, L.M., Macromol. Symp., 2003, vol. 204, p. 205.
Kucherov, A.V., Finashina, E.D., Kramareva, N.V., Rogacheva, V.B., Zezin, A.B., Said-Galiyev, E.E., and Kustov, L.M., Macromol. Symp., 2003, vol. 204, p. 175.
Kramareva, N.V., Stakheev, A.Yu., Tkachenko, O., Klement’ev, K.V., Grunert, W., Finashina, E.D., and Kustov, L.M., J. Mol. Catal., 2004, vol. 209, p. 97.
Isaeva, V., Ivanov, A., Kozlova, L., and Sharf, V., Stud., Surf., Sci, Catal., 2002, vol. 143, p. 435.
Yin, M.-Y., Yuan, G.-L., Wu, Y.-Q., Huang, M.-Y., and Jiang, Y.-Y., J. Mol. Catal. A: Chem., 1999, vol. 147, p. 93.
Guibal, E., Von Offenberg Sweeney, N., Zikan, M.C., Vincent, T., and Tobin, J.M., Int. J. Biol. Macromol., 2001, vol. 28, p. 401.
Safonova, T.Ya., Gulyukina, N.S., Novakovskaya, Yu.V., Astaf’ev, E.A., Bondarenko, G.N., Petrii, O.A., Tsirlina, G.A., and Beletskaya, I.P., Elektrokhimiya, 2002, vol. 38, p. 515.
Smirnova, N.V., Gulyukina, N.S., Astaf’ev, E.A., Petrii, O.A., Tsirlina, G.A., and Beletskaya, I.P., Elektrokhimiya, 2002, vol. 38, p. 705.
Ruiz, M., Sastre, A.M., and Guibal, E., React. Func. Polym., 2000, vol. 45, p. 155.
Yoshizuka, K., Lou, Zh., and Inoue, K., React. Func. Polym., 2000, vol. 44, p. 47.
Muzzarelli, R.A.A. and Zattoni, A., Int. J. Biol. Macromol., 1986, vol. 8, p. 137.
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Original Russian Text © E.D. Finashina, V.I. Isaeva, L.M. Kustov, N.S. Gulyukina, G.N. Bondarenko, I.P. Beletskaya, 2006, published in Zhurnal Organicheskoi Khimii, 2006, Vol. 42, No. 7, pp. 1010–1015.
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Finashina, E.D., Isaeva, V.I., Kustov, L.M. et al. Catalytic synthesis of 1-arylethylphosphonates by the hydrogenation of unsaturated precursors in the presence of chitosan-based palladium catalysts. Russ J Org Chem 42, 990–995 (2006). https://doi.org/10.1134/S1070428006070116
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DOI: https://doi.org/10.1134/S1070428006070116