Abstract
New macrocyclic lactones were synthesized by reaction of 3-bromo-5-(5-tert-butyl-2-hydroxybenzyl)biphenyl-4-ol with appropriate polyethylene glycol-based dicarboxylic acid dichlorides, and their complexes with Mg(ClO4)2·6H2O, Pb(SCN)2, NaClO4·H2O, and KClO4 were prepared. The macrocyclic ligands were evaluated as extractants in the transfer of Li+, Na+, K+, Cu2+, Ni2+, and Hg2+ picrates from aqueous to organic phase.
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Christensen, A., Jensen, H.S., McKee, V., McKenzie, C.J., and Munch, M., Inorg. Chem., 1997, vol. 36, p. 6080.
Curtis N.F., Coord. Chem. Rev., 1968, vol. 3, p. 3; Busch, D.H., Science, 1971, vol. 171, p. 241; Nelson, S.M., Pure Appl. Chem., 1980, vol. 52, p. 2461.
Alexander, V., Chem. Rev., 1995, vol. 95, p. 273.
Guerriero, P., Tarnburini, S., and Vigato, P.A., Coord. Chem. Rev., 1995, vol. 139, p. 17.
Jaiyu, A., Rojanathanes, R., and Sukwattanasinitt, M., Tetrahedron Lett., 2007, vol. 48, p. 1817.
Zhi Bin Huang, Tai Jong Kang, and Seung Hyun Chang, Tetrahedron Lett., 2005, vol. 46, p. 3461.
Karakaplan, M. and Aral, T., Tetrahedron: Asymmetry, 2005, vol. 16, p. 2119.
Sebban, M.F., Vottero, P., Alagui, A., and Dupuy, C., Tetrahedron Lett., 2000, vol. 41, p. 1019.
Huang, S.-T., Kuo, H.-S., Hsiao, C.-L., and Lin, Y.-L., Bioorg. Med. Chem., 2002, vol. 10, p. 1947.
Smid, J., Ind. Eng. Chem. Prod. Res. Dev., 1980, vol. 19, p. 364.
Blasius, E., Janzen, K.-P., Adrian, W., Klautke, G., Lorscheider, R., Maurer, P.-G., Nguyen, V.B., Nguyen Tien, T., Scholten, G., and Stockemer, J., Fresenius’ J. Anal. Chem., 1977, vol. 284, p. 337.
Gokel, G.W., Timko, J.M., and Cram, D.J., J. Chem. Soc., Chem. Commun., 1975, p. 394.
Sousa, L.R., Hoffman, D.H.,, Kaplan, L., and Cram, D.J., J. Am. Chem. Soc., 1974, vol. 96, p. 7100.
Tse Lok Ho, Hard and Soft Acids and Bases Principle in Organic Chemistry, New York: Academic, 1977.
Kiliç, Z., Doctoral Thesis, Ankara, 1983.
Erk, Ç., Habilitation Thesis, Ankara, 1974.
Sezgin, M., Doctoral Thesis, Ankara, 1981.
Sezgin, M., Bedük, A.D., Ertul, Ş., and Koçak A., Synth. React. Inorg. Met.-Org. Chem., 1993, vol. 23, no. 2, p. 269.
Koçak, A., Doctoral Thesis, Konya, 1998.
Weber, R., Crown Ethers and Analogs, Patai, S. and Rappoport, Z., Eds., Chichester: Wiley, 1989.
Gokel, G.W., Crown Ethers and Cryptands, Florida, US: University of Miami Coral Gables, 1992.
Bradshaw, J.S., Maas, G.E., Izatt, R.M., and Christensen, J.J., Chem. Rev., 1979, vol. 79, p. 37.
Cox, B.G. and Schneider, H., Coordination and Transport Properties of Macrocyclic Compound in Solution, Amsterdam: Elsevier, 1992.
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Published in Russian in Zhurnal Organicheskoi Khimii, 2008, Vol. 44, No. 9, pp. 1400–1405.
The text was submitted by the authors in English.
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Bayrakcı, M., Ertul, Ş. Synthesis of new macrocyclic lactones and their extraction study. Russ J Org Chem 44, 1384–1388 (2008). https://doi.org/10.1134/S1070428008090236
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DOI: https://doi.org/10.1134/S1070428008090236