Abstract
The kinetics of reactions of 2-diethylaminomethylphenol (I) and its Cu2+ complex (with a metal: ligand composition of 1∶2) (II) with 4-nitrophenylbis(chloromethyl)-phosphinate have been studied in aqueous-ethanolic media (10–70 vol. % ethanol); bimolecular rate constants have been calculated for the reactions of different forms of compound (I) and complex (II). It was shown that compound (I) in aqueous-ethanolic media is a nucleophilic catalyst for hydrolysis of 4-nitrophenylbis (chloromethyl)-phosphinate. The reactivity of complex (II) is an order of magnitude greater than that of the zwitterion form of the ligand which exists in the same range of pH 7–9.
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Literature cited
L. M. Litvinenko and N. M. Oleinik, Usp. Khim.,47, No. 5, 777 (1978).
P. A. Chaloner, Handbook of Coordination Catalysis in Organic Chemistry, Butterworths, London (1986).
H. Dugas and C. Penney, Bioorganic Chemistry, Springer-Verlag, New York (1981).
S. N. Kochetkov, A. G. Gabibov, and E. S. Severin, Bioorg. Khim.10, No. 10, 1301 (1984).
A. B. Teitel'baum, I. S. Ryzhkina, L. A. Kudryavtseva, et al., Izv. Akad. Nauk SSSR, Ser. Khim., No. 5, 1016 (1983).
E. G. Rukhadze, I. G. Il'ina, T. V. Grichenko, et al., Zh. Obshch. Khim.,41, No. 3, 627 (1971).
V. I. Frolov, P. S. Belov, and V. A. Lazarev, Izv. Vuz. Khim. Khim. Tekhnol.,23, No. 4, 406 (1980).
I. S. Ryzhkina, L. A. Kudryavtseva, G. A. Boos, et al., Izv. Akad. Nauk SSSR, Ser. Khim., No. 8, 2004 (1988).
V. E. Bel'skii, L. A. Kudryavtseva, O. M. Il'ina, et al., Zh. Obshch. Khim.,49, No. 11, 2470 (1979).
F. G. Valeeva, V. E. Bel'skii, S. B. Fedorov, et al., Zh. Obshch. Khim.,57, No. 8, 1711 (1987).
B. Reichardt, Die Mannich Reaktion, Vol. l, Springer-Verlag (1959).
V. E. Bel'skii, L. S. Novikova, L. A. Kudryavtseva, et al., Zh. Obshch. Khim.,48, No. 7, 1512 (1979).
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 3, pp. 555–560, March, 1991.
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Ryzhkina, I.S., Kudryavtseva, L.A., Bel'skii, V.E. et al. Reactivity of 2-diethylaminomethylphenol and its copper(II) complex in the reaction with 4-nitrophenylbis(chloromethyl)-phosphinate. Russ Chem Bull 40, 478–482 (1991). https://doi.org/10.1007/BF00957979
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DOI: https://doi.org/10.1007/BF00957979