Abstract
Reactions of salicylaldehyde, 3-tert-butylsalicylaldehyde, and 3,5-di-tert-butylsalicylaldehyde with 1,4-diaminobutane, 1,6-diaminohexane, 4,4′-diaminodiphenylmethane, 4,4′-diamino-3,3′,5,5′-tetramethyldiphenylmethane, 4,4′-diamino-5,5′-dicyclopentyl-3,3′-dimethyldiphenylmethane, 4,4′-diamino-5,5′-dicyclohexyl-3,3′-dimethyldiphenylmethane, bis(4-aminophenyl) sulfone, o,o′- and p,p′-diaminodiphenyl ethers, 1,4-bis(4-aminophenoxy)benzene, 2,2-bis[4-(4-aminophenoxy)phenyl]propane, and 4,4″-diamino-p-terphenyl gave a series of the corresponding Schiff bases which can be used as tetradentate ligands for the synthesis of titanium and zirconium complexes.
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Zhilovskii, G.S., Oleinik, I.I., Ivanchev, S.S., and Tolstikov, G.A., Russ. J. Org. Chem., 2009, vol. 45, p. 44.
Ivanchev, S.S., Usp. Khim., 2007, vol. 76, p. 769; Gibson, V.C., Redshaw, C., and Solan, G.A., Chem. Rev., 2007, vol. 107, p. 1745; Brylyakov, K.P., Usp. Khim., 2007, vol. 76, p. 280.
Tian, J., Hustad, P.D., and Coates, G.W., J. Am. Chem. Soc., 2001, vol. 123, p. 5134; Mitani, M., Mohri, J., Yoshida, Y., Saito, J., Ishii, S., Tsuru, K., Matsui, S., Furuyama, R., Nakano, T., Tanaka, H., Kojoh, S., Matsugi, T., Kashiwa, N., and Fujita, T., J. Am. Chem. Soc., 2002, vol. 124, p. 3327; Ivanchev, S.S., Badaev, V.K., Ivancheva, N.I., and Khaikin, S.Ya., Dokl. Ross. Akad. Nauk, 2004, vol. 394, p. 639.
Matsukawa, N., Matsui, S., Mitani, M., Saito, J., Tsuru, K., Kashiwa, N., and Fujita, T., J. Mol. Catal. A: Chem., 2001, vol. 169, p. 99; Killian, C.M., Tempel, D.J., Johnson, L.K., and Brookhart, M., J. Am. Chem. Soc., 1996, vol. 118, p. 11 664.
Makio, H. and Fujita, T., Macromol. Symp., 2004, vol. 213, p. 221; Bryliakov, K.P., Kravtsov, E.A., Pennington, D.A., Lancaster, S.J., Bochmann, M., Brintzinger, H.H., and Talsi, E.P., Organometallics, 2005, vol. 24, p. 5660; Bott, R.K.J., Hammond, M., Horton, P.N., Lancaster, S.J., Bochmann, M., and Scott, P., Dalton Trans., 2005, p. 3611.
Knight, P.D., Clarke, A.J., Kimberley, B.S., Jackson, R.A., and Scott, P., Chem. Commun., 2002, vol. 352; Knight, P.D., Clarkson, G., Hammond, M.L., Kimberley, B.S., and Scott, P., J. Organomet. Chem., 2005, vol. 690, p. 5125.
Brintzinger, H.H., Fischer, D., Mülhaupt, R., Rieger, B., and Waymouth, R.M., Angew. Chem., Int. Ed. Engl., 1995, vol. 34, p. 1143; Bochmann, M., J. Chem. Soc., Dalton Trans., 1996, p. 255.
Camacho, D.H. and Guan, Z., Macromolecules, 2005, vol. 38, p. 2544.
Clarkson, G.J., Gibson, V.C., Goh, P.K.Y., Hammond, M.L., Knight, P.D., Scott, P., Smit, T.M., White, A.J.P., and Williams, D.J., Dalton Trans., 2006, p. 5484.
Xu, S., Dai, X., Wu, T., Wang, B., Zhou, X., and Weng, L., J. Organomet. Chem., 2002, vol. 645, p. 212; Soga, K., Ban, H.T., and Uozumi, T., J. Mol. Catal. A: Chem., 1998, vol. 128, p. 273.
Ishii, S., Mitani, M., Saito, J., Matsuura, S., Furuyama, R., and Fujita, T., Stud. Surf. Sci. Catal., 2003, vol. 145, p. 49.
Ivancheva, N.I., Badaev, V.K., Oleinik, I.I., Ivanchev, S.S., and Tolstikov, G.A., Dokl. Ross. Akad. Nauk, 2000, vol. 374, p. 648; Ivanchev, S.S., Tolstikov, G.A., Badaev, V.K., Ivancheva, N.I., Oleinik, I.I., Serush- kin, M.I., and Oleinik, I.V., Vysokomol. Soedin., 2000, vol. 43, p. 2053; Ivanchev, S.S., Tolstikov, G.A., Badaev, V.K., Ivancheva, N.I., Oleinik, I.I., Khaikin, S.Ya., and Oleinik, I.V., Vysokomol. Soedin., 2002, vol. 44, p. 1478; Ivanchev, S.S., Tolstikov, G.A., Badaev, V.K., Oleinik, I.I., Ivancheva, N.I., Rogozin, D.G., Oleinik, I.V., and Myakin, S.V., Kinet. Katal., 2004, vol. 45, p. 192; Ivanchev, S.S., Tolstikov, G.A., Gabutdinov, M.S., Kudryashov, V.N., Oleinik, I.I., Ivancheva, N.I., Badaev, V.K., and Oleinik, I.V., Russian Patent no. 2 194 056, 2001; Byull. Izobret., 2002, no. 34; Ivanchev, S.S., Tolstikov, G.A., Kudryashov, V.N., Ivancheva, N.I., Oleinik, I.I., Gabutdinov, M.S., Badaev, V.K., Oleinik, I.V., Rogozin, D.G., Tikhonov, M.V., Vakhbreit, A.Z., Khasanshin, R.A., and Balabueva, G.Ch., Russian Patent no. 2 202 559, 2002; Byull. Izobret., 2003, no. 11; Ivanchev, S.S., Badaev, V.K., Ivancheva, N.I., Sviridova, E.V., Khaikin, S.Ya., Rogozin, D.G., and Abakunchik, A.S., Vysokomol. Soedin., 2005, vol. 47, p. 934; Tolstikov, G.A., Ivanchev, S.S., Oleinik, I.I., Ivancheva, N.I., and Oleinik, I.V., Dokl. Ross. Akad. Nauk, 2005, vol. 404, p. 208; Ivancheva, N.I., Malinskaya, M.Yu., Ivanchev, S.S., Oleinik, I.I., Kochnev, A.I., and Tolstikov, G.A., Kinet. Katal., 2007, vol. 48, p. 887; Malinskaya, M.Yu., Ivancheva, N.I., Oleinik, I.I., Tolstikov, G.A., and Ivanchev, S.S., Zh. Prikl. Khim., 2007, vol. 80, p. 1479.
Ivanchev, S.S., Tolstikov, G.A., Oleinik, I.I., Ivancheva, N.I., Oleinik, I.V., Sviridova, E.V., Malinskaya, M.Yu., Kochnev, A.I., and Romanov, V.E., Russian Patent no. 2 315 659, 2006; Byull. Izobret., 2008, no. 3.
Corazza, F., Solari, E., and Floriani, C., J. Chem. Soc., Dalton Trans., 1990, p. 1335; Woodman, P.R., Munslow, I.J., Hitchcock, P.B., and Scott, P., J. Chem. Soc., Dalton Trans., 1999, vol. 4069; Gagieva, S.Ch., Su khova, T.A., Savinov, D.V., Bravaya, N.M., Belokon’, Yu.N., and Bulychev, B.M., Izv. Ross. Akad. Nauk, Ser. Khim., 2004, p. 2652; Doyle, D.J., Gibson, V.C., and White, A.J.P., Dalton Trans., 2007, vol. 358; Fujita, T., Tohi, Y., Mitani, M., Matsui, S., Saito, J., Nitabaru, M., Sugi, K., Makio, H., and Tsutsui, T., US Patent no. 6 875 718, 2005; Chem. Abstr., 2002, vol. 137, no. 311 214 b.
Oleinik, I.I., Oleinik, I.V., Abdrakhmanov, I.B., Ivanchev, S.S., and Tolstikov, G.A., Russ. J. Gen. Chem., 2004, vol. 74, p. 1423.
Barluenga, J., Campos, P.J., Roy, M.A., and Asensio, G., J. Chem. Soc., Chem. Commun., 1979, p. 339.
Panova, G.V., Potapov, I.M., Turovets, I.M., and Golub, E.G., Zh. Obshch. Khim., 1981, vol. 53, p. 1612.
Chen, F.-X., Liu, X., Qin, B., Zhou, H., Feng, X., and Zhang, G., Synthesis, 2004, p. 2266.
Krasovitskii, B.M. and Mal’tseva, N.I., Zh. Org. Khim., 1966, vol. 2, p. 894.
Chu, Z. and Huang, W., J. Mol. Struct., 2007, vol. 837, p. 15.
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Original Russian Text © I.I. Oleinik, I.V. Oleinik, S.S. Ivanchev, G.A. Tolstikov, 2009, published in Zhurnal Organicheskoi Khimii, 2009, Vol. 45, No. 4, pp. 543–550.
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Oleinik, I.I., Oleinik, I.V., Ivanchev, S.S. et al. Design of postmetallocene Schiff base-like catalytic systems for polymerization of olefins: XII. Synthesis of tetradentate bis-salicylaldehyde imine ligands. Russ J Org Chem 45, 528–535 (2009). https://doi.org/10.1134/S1070428009040101
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DOI: https://doi.org/10.1134/S1070428009040101