Metal Ion Chelates of Lipophilic Alkyl Diazinyl Ketoximes as Hydrolytic Catalysts

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Title:Metal Ion Chelates of Lipophilic Alkyl Diazinyl Ketoximes as Hydrolytic Catalysts
Creators:
Cibulka, Radek
Hampl, František
Martinů, Tomáš
Mazáč, Jiří
Totevová, Sonja
Liška, František
Journal or Publication Title:
Collection of Czechoslovak Chemical Communications, 64, 7, pp. 1159-1179
Uncontrolled Keywords:Nickel, Metallomicelles, Phosphates, Zinc, Pyridines, Oximes, Ester cleavage, Micellar catalysis, Chelates, Coordination chemistry, Diazines, Hydrolysis

Abstract

A series of lipophilic dodecyl hetaryl ketoximes (hetaryl = pyridin-2-yl, pyridazin-3-yl, pyrimidin-2-yl, pyrimidin-4-yl, pyrazin-2-yl as well as their methyl hetaryl homologues was synthesized and hydrolytic activity of their chelates with Co<sup>2+</sup>, Ni<sup>2+</sup>, Cu<sup>2+</sup> and Zn<sup>2+</sup> in a micellar matrix of hexadecyltrimethylammonium bromide or in homogeneous aqueous solutions was investigated using 4-nitrophenyl acetate, 4-nitrophenyl hexanoate and 4-nitrophenyl diphenyl phosphate as model substrates. While Co<sup>2+</sup> and Cu<sup>2+</sup> chelates are almost inactive, those of Ni<sup>2+</sup> and Zn<sup>2+</sup> exhibit considerable activity. None of the studied chelates promotes hydrolysis of the used phosphate. The effective species are chelates of the metal : ligand stoichiometry 1&nbsp;:&nbsp;3 and 1&nbsp;:&nbsp;1 with Ni<sup>2+</sup> and Zn<sup>2+</sup>, respectively, when the ester cleavage proceeds in the micellar matrix. The 1&nbsp;:&nbsp;2 stoichiometry was found in aqueous solutions of Ni<sup>2+</sup> and Zn<sup>2+</sup> chelates of methyl ketoximes. <p>

Title:Metal Ion Chelates of Lipophilic Alkyl Diazinyl Ketoximes as Hydrolytic Catalysts
Creators:
Cibulka, Radek
Hampl, František
Martinů, Tomáš
Mazáč, Jiří
Totevová, Sonja
Liška, František
Uncontrolled Keywords:Nickel, Metallomicelles, Phosphates, Zinc, Pyridines, Oximes, Ester cleavage, Micellar catalysis, Chelates, Coordination chemistry, Diazines, Hydrolysis
Divisions:Life and Chemical Sciences > Institute of Organic Chemistry and Biochemistry > Collection of Czechoslovak Chemical Communications
Journal or Publication Title:Collection of Czechoslovak Chemical Communications
Volume:64
Number:7
Page Range:pp. 1159-1179
ISSN:0010-0765
E-ISSN:1212-6950
Publisher:Institute of Organic Chemistry and Biochemistry
Related URLs:
URLURL Type
http://dx.doi.org/10.1135/cccc19991159UNSPECIFIED
ID Code:1548
Item Type:Article
Deposited On:06 Feb 2009 17:10
Last Modified:06 Feb 2009 16:10

Citation

Cibulka, Radek; Hampl, František; Martinů, Tomáš; Mazáč, Jiří; Totevová, Sonja; Liška, František (1999) Metal Ion Chelates of Lipophilic Alkyl Diazinyl Ketoximes as Hydrolytic Catalysts. Collection of Czechoslovak Chemical Communications, 64 (7). pp. 1159-1179. ISSN 0010-0765

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