Abstract
Studies on the use of the metallation reaction for the functionalization of a cyclopentadienyl ring in half-sandwich metal complexes with σ-bound ligands are reviewed. The areas of application for the prepared complexes are noted.
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Piper, T.S. and Wilkinson, G., J. Inorg. Nuclear. Chem., 1956, vol. 3, p. 104.
Klein, B., Karbauskas, R.I., and Wrighton, M.S., Organometallics, 1982, vol. 10, p. 1338.
Setkina, V.N. and Kursanov, D.N., Usp. Khim., 1968, vol. 37, no. 10, p. 1729.
Kursanov, D.N., Setkina, V.N., Orlova, T.Yu., and Polovyanyuk, I.V., Izv. Akad. Nauk SSSR, Ser. Khim., 1974, p. 1579.
Orlova, T.Yu., Churanov, S.S., Fedorov, L.A., Setkina, V.N., and Kursanov, D.N., Izv. Akad. Nauk SSSR, Ser. Khim., 1973, p. 1652.
Orlova, T.Yu., Setkina, V.N., Makarova, L.G., Polovyanyuk, I.V., and Kursanov, D.N., Dokl. Akad. Nauk SSSR, 1971, vol. 201, p. 622.
Orlova, T.Yu., Setkina, V.N., Sizoi, V.F., and Kursanov, D.N., J. Organomet. Chem., 1983, vol. 252, p. 201.
Orlova, T.Yu., Setkina, V.N., and Kursanov, D.N., J. Organomet. Chem., 1984, vol. 267, p. 309.
Orlova, T.Yu. and Setkina, V.N., J. Organomet. Chem., 1986, vol. 304, p. 337.
Gorfti, A., Salmain, M., Jaouen, G., Mcglinchey, M.I., Bannouna, A., and Mousser, A., Organometallics, 1996, vol. 15, p. 142.
Shafiq, F., Szalda, D.J., Creutz, C., and Bullock, R.M., Organometallics, 2000, vol. 19, p. 824.
Mouatassim, B.E., Amouri, H.El., Salmain, M., and Jaouen, G., J. Organomet. Chem., 1994, vol. 479, nos. 1–2, p. 18.
Lyakhovetskii, Yu.I., Nefedova, M.N., Orlova, T.Yu., and Losilkina, V.I., Metalloorg. Khim., 1990, vol. 3, no. 1, p. 135.
Sterzo, C.Lo., Miller, M.M., and Stille, I.K., Organometallics, 1989, vol. 8, p. 2331.
Stille, I.K., Smith, C., and Anderson, O.P., Organometallics, 1989, vol. 8, p. 1040.
Pannel, K.H., Vincenti, S.R., and Scott, R.C., Organometallics, 1987, vol. 6, p. 1593.
Schwarz, M., Wartchow, R., and Butenschon, H., J. Organomet. Chem., 2005, vol. 690, p. 2263.
Yasuda, S., Yorimitsu, H., and Oshima, K., Organometallics, 2009, vol. 28, p. 4872.
Wright, M.E. and Day, V.W., J. Organomet. Chem., 1987, vol. 329, p. 43.
Munguia, T., Bakir, Z.A., Cervantes-Lee, F., Metta-Magana, A., and Pannel, K.H., Organometallics, 2009, vol. 28, p. 5777.
Heah, P.C., Patton, A.T., and Gladisz, I.A., J. Am. Chem. Soc., 1986, vol. 108, p. 1185.
Crocco, G.L. and Gladysz, I.A., Chem. Ber., 1988, vol. 121, p. 375.
Macomber, D.W. and Rausch, M.D., J. Organomet. Chem., 1983, vol. 258, p. 331.
Zal’man, M., Biometalloorganicheskaya khimiya (Bioorganometallic Chemistry), Zhauen, Zh., Ed., Moscow: BINOM-Laboratoriya znanii, 2009, p. 213.
Orlova, T.Yu., Setkina, V.N., Petrovsky, P.V., Yanovsky, A.I., Batsanov, A.S., and Struchkov, Yu.T., J. Organomet. Chem., 1986, vol. 304, p. 331.
Raith, A., Altmann, P., Cokoja, M., Herrmann, W.A., and Kuehn, F.E., Coord. Chem. Rev., 2010, vol. 254, p. 608.
Dean, W.K. and Graham, W.A., Inorg. Chem., 1977, vol. 16, p. 1061.
Pasman, P. and Snel, J.J.M., J. Organomet. Chem., 1986, vol. 301, p. 329.
Crocco, G.L., Young, C.S., Lee, K.E., and Gladysz, J.A., Organometallics, 1988, vol. 7, p. 2158.
Berryhill, S.R. and Sharenov, B., J. Organomet. Chem., 1981, vol. 221, p. 143.
Tum, G., Ries, W., Greissinger, D., and Malisch, W., J. Organomet. Chem., 1983, vol. 252, p. C67.
Berryhill, S.R., Clevenger, G.L., and Burdurlu, F.Y., Organometallics, 1985, vol. 4, p. 1509.
Sharma, S., Cervantes, J., Mata-Mata, J.L., Brun, M.C., Cervantes-Lee, F., and Pannel, K.H., Organometallics, 1995, vol. 14, p. 4269.
Baya, M., Crochet, P., Esteruelas, M.A., and Onate, E., Organometallics, 2001, vol. 20, p. 240.
Cervantes, J., Vicenti, S.P., Kappor, P.N., and Pannel, K.H., Organometallics, 1989, vol. 8, p. 744.
Heah, P.H. and Gladysz, J.A., J. Am. Chem. Soc., 1984, vol. 106, p. 7636.
Heah, P.H., Patton, A.T., and Gladysz, J.A., J. Am. Chem. Soc., 1986, vol. 108, p. 1185.
Melletti, M.C. and Fenske, R.F., Organometallics, 1989, vol. 8, p. 420.
Abbott, S., Baird, G.J., Davies, S.G., Dordor-Hedgecock, I.M., Maberly, T.R., Walker, J.C., and Warner, P., J. Organomet. Chem., 1985, vol. 289, p. C13.
Akita, M. and Kondoh, A., J. Organomet. Chem., 1986, vol. 299, p. 369.
Sterzo, C.Lo., J. Chem. Soc., Dalton Trans., 1992, vol. 12, p. 1998.
Liu, L.-K., Chang, K.-Y., and Wen, Y.-S., J. Chem. Soc., Dalton Trans., 1998, vol. 18, p. 741.
Merrifield, J.H. and Gladisz, J.A., Organometallics, 1983, vol. 2, p. 782.
Crocco, G.L. and Gladisz, J.A., J. Am. Chem. Soc., 1988, vol. 110, p. 6110.
Davis, S.G., Felkin, H., and Watts, O., J. Chem. Soc., Chem. Commun., 1980, p. 159.
Nakazawa, H., Sone, M., and Miyoshi, K., Organometallics, 1989, vol. 8, p. 1564.
Liu, L.-K., Liao, Y.-H., and Eke, U.B., Organometallics, 1999, vol. 18, p. 1154.
Kubo, K., Nakazawa, H., Kawamura, K., Mizuta, T., and Miyoshi, K., J. Am. Chem. Soc., 1998, vol. 20, p. 6715.
Nakazava, H., Kawamura, K., Kubo, K., and Miyoshi, K., Organometallics, 1999, vol. 18, p. 4518.
Pannel, K.H., Castillo-Ramirez, I., and Cervantes-Lee, F., Organometallics, 1992, vol. 11, no. 9, p. 3139.
Sharma, H.K., Cervantes-Lee, F., and Pannel, K.H., J. Am. Chem. Soc., 2004, vol. 126, p. 1326.
Sharma, H.K. and Pannel, K.H., Chem. Commun., 2004, p. 2556.
Sharma, H.K., Cervantes-Lee, F., and Pannel, K.H., Chem. Commun., 2006, p. 3969.
Apodace, P., Kumar, M., Cervantes-Lee, F., Sharma, H.K., and Pannel, K.H., Organometallics, 2008, vol. 27, p. 3136.
Bera, H., Braunschweig, H., Dorfler, R., Hammond, K., Oechsner, A., Radacki, K., and Uttinger, K., Chem. Europ. J., 2009, vol. 15, p. 12092.
Braunschweig, H., Dorfler, R., Hammond, K., Mies, J., and Radacki, K., Eur. J. Inorg. Chem., 2010, vol. 34, p. 5383.
Pannel, K.H., Cervantes, J., Hernandez, C., Cassias, J., and Vincenti, S., Organometallics, 1986, vol. 5, p. 1056.
Barryhill, S.R. and Corriu, R.I.P., J. Organomet. Chem., 1989, vol. 370.
Orlova, T.Yu., Setkina, V.N., Petrovskii, P.V., and Zagorevskii, D.V., Metalloorg. Khim., 1992, vol. 5, no. 5, p. 1098.
Gau, H.H., Schei, C.C., Liu, L.-K., and Luh, L.-K., J. Organomet. Chem., 1992, vol. 435, p. 43.
Sterzo, C.L., Synlett, 1999, vol. 11, p. 1704.
Buttineli, A., Yiola, E., Antonelli, E., and Sterzo, C.L., Organometallics, 1998, vol. 17, p. 2574.
Sterzo, C.Lo. and Stille, I.K., Organometallics, 1990, vol. 9, p. 687.
Orlova, T.Yu., Setkina, V.N., Andrianov, V.G., and Struchkov, Yu.T., Izv. Akad. Nauk SSSR, Ser. Khim., 1986, p. 437.
Nesmeyanov, A.N., Perevalova, E.G., Leont’eva, L.I., Eremin, S.A., and Grigor’ev, O.V., Izv. Akad. Nauk SSSR, Ser. Khim., 1974, p. 2645.
Leont’eva, L.I. and Perevalova, E.G., Izv. Akad. Nauk SSSR, Ser. Khim., 1984, p. 2352.
Polovyanyuk, I.V., Makarova, L.G., and Nesmeyanov, A.N., Dokl. Akad. Nauk SSSR, 1976, vol. 230, p. 1351.
Orlova, T.Yu., Setkina, V.N., Petrovskii, P.V., Yanovskii, A.I., Batsanov, A.S., and Struchkov, Yu.T., Metalloorg. Khim., 1988, vol. 1, p. 1372.
Orlova, T.Yu., Nekrasov, Yu.S., Petrovskii, P.V., Ezernitskaya, M.G., Starikova, Z.A., and Lependina, O.L., Izv. Akad. Nauk, Ser. Khim., 2008, p. 1.
Orlova, T.Yu. and Nekrasov, Yu.S., Izv. Akad. Nauk, Ser. Khim., 2010, p. 853.
Orlova, T.Yu., Setkina V.N., Batsanov A.S., Struchkov Yu.T., and Petrovskii P.V., Metalloorg. Khim., 1991, vol. 4, p. 539.
Orlova, T.Yu., Setkina, V.N., Batsanov, A.S., Dzhafarov, M.Kh., Struchkov, Yu.T., and Petrovskii, P.V., Metalloorg. Khim., 1992, vol. 5, no. 5, p. 1102.
Orlova, T.Yu., Nekrasov, Yu.S., Petrovskii, P.V., and Ezernitskaya, M.G., Izv. Akad. Nauk, Ser. Khim., 2004, no. 9, p. 1860.
Orlova, T.Yu., Nekrasov, Yu.S., Petrovskii, P.V., Ezernitskaya, M.G., Lokshin, B.V., Minacheva, M.Kh., Strunkina, L.A., Lependina, O.L., Magdesieva, T.V., Milovanov, S.V., and Butin, K.P., Izv. Akad. Nauk, Ser. Khim., 1997, p. 1055.
Orlova, T.Yu., Nekrasov, Yu.S., Petrovskii, P.V., Ezernitskaya, M.G., Starikova, Z.A., and Yanovskii, A.I., Izv. Akad. Nauk, Ser. Khim., 1998, no. 10, p. 2056.
Orlova, T.Yu., Setkina, V.N., and Petrovskii, P.V., Izv. Akad. Nauk, Ser. Khim., 1994, no. 2, p. 325.
Orlova, T.Yu., Nekrasov, Yu.S., Petrovskii, P.V., Ezernitskaya, M.G., Magdesieva, T.V., Milovanov, S.V., and Butin, K.P., Izv. Akad. Nauk, Ser. Khim., 1998, no. 9, p. 1832.
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Original Russian Text © T.Yu. Orlova, Yu.S. Nekrasov, 2013, published in Obzornyi Zhurnal po Khimii, 2013, Vol. 3, No. 1, pp. 104–125.
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Orlova, T.Y., Nekrasov, Y.S. Metallation reaction in the synthesis of functional derivatives of cyclopentadienyl metal carbonyl complexes with σ-bound ligands. Ref. J. Chem. 3, 95–116 (2013). https://doi.org/10.1134/S2079978012040036
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DOI: https://doi.org/10.1134/S2079978012040036