The Co(II), Ni(II) and Cu(II) complexes with herbicide 2,4-dichlorophenoxyacetic acid – Synthesis and structural studies

Drzewiecka-Antonik, Aleksandra; Ferenc, W.; Wolska, A.; Klepka, Marcin T.; Cristóvão, Beata; Sarzyński, Jan; Rejmak, Paweł; Osypiuk, Dariusz

doi:10.1016/j.cplett.2016.11.053

Cited by 26 publications

(9 citation statements)

References 29 publications

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“…However, this variable indirectly encompasses the importance of CEC and cations of the basic reaction in the sorption and desorption of herbicides. Studies have previously discussed how CEC and cations can participate in these processes, such as glyphosate 34 , atrazine 35 and 2,4-D 36 . Therefore, the choice of V was considered more appropriate in this work for the AC, AF, and AD analyses.…”

Section: Discussionmentioning

confidence: 99%

Multivariate analysis reveals significant diuron-related changes in the soil composition of different Brazilian regions

Chagas

Souza

Dombroski

et al. 2019

Sci Rep

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Sorption and desorption determine the amount of an herbicide in soil solution. Therefore, knowledge of the sorption and desorption coefficients in different soils is an essential factor to estimate the potential for environmental contamination by herbicides. We evaluated the feasibility of multivariate and linear discriminant analyses to predict the sorption and desorption capacity of a soil for diuron, one of the most used herbicides on sugarcane plantations. The adsorptive capacity in twenty-seven Brazilian soil samples was estimated using the sorption constant (Kfs) and desorption constant (Kfd) obtained by the Freundlich isotherms. The regression model was created from the sorbed and nonsorbed concentrations of diuron in soils. Ultra-performance liquid chromatography was applied to quantify the diuron concentrations. The multivariate analysis separated the soils into four groups considering the similarity of the following attributes: pH, organic matter, clay, and base saturation. The groups showed a similar pattern of sorption and desorption for diuron: Lom-Lclay: low sorption (5.9 ± 1.2) and high desorption (10.9 ± 0.6); Lclay: low sorption (7.5 ± 1.1) and high desorption (11.4 ± 1.3); Hom-Hclay: high sorption (11.2 ± 1.2) and low desorption (13.8 ± 1.2); HpH-Hclay: high sorption (10.1 ± 1.1) and medium desorption (11.5 ± 1.4). Linear discriminant analysis of these soil attributes was used to classify other soils described in the literature with adsorption capacity. This analysis was able to identify soils with high and low sorption using the pH, organic matter, clay, and base saturation, demonstrating the enormous potential of the technique to group soils with different contamination risks for subterranean waters. Sugarcane crops in northeastern Brazil showed a higher pollution risk through the leaching of diuron. Multivariate analysis revealed significant diuron-related changes in the soil composition of different Brazilian regions; therefore, this statistical analysis can be used to improve understanding of herbicide behavior in soils.

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Section: Discussionmentioning

confidence: 99%

Multivariate analysis reveals significant diuron-related changes in the soil composition of different Brazilian regions

Chagas

Souza

Dombroski

et al. 2019

Sci Rep

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“…Several studies report this methodology to determine the strength of binding of metal cations and ligands. [22][23][24][25][26][27][28][29][30][31][32][33][34][35][36][38][39][40][41][42][43][44][45][46][47] …”

Section: Resultsmentioning

confidence: 99%

“…, Cu 2+ ), from the water environment, with divalent ligands (2,4-dichlorophenoxyacetic acids, herbicides) was analyzed by Drzewiecka-Antonik et al 27 It was noted that after the first and second ligand complexation the octahedral interaction geometry was maintained. Xia et al 28 performed a theoretical investigation on electronic structures and stability of palladium and platinum complexes, and obtained structural parameters comparable with the experimental values.…”

Section: +mentioning

confidence: 99%

“…21 The interaction between divalent metal cations and organic ligands was analyzed in a large number of studies. [22][23][24][25][26][27][28][29][30][31][32][33][34][35][36][37] The interaction of alkaline earth metal cations with Oand N-coordinating ligands was quantified by binding energies, highest occupied molecular orbital (HOMO) and lowest unoccupied molecular orbital (LUMO) energies and energy gap values as well as metal-ligand bond length, and ligand-to-metal electronic donation. It was seen that the O-coordinating ligands have the largest affinity for those cations.…”

Section: Introductionmentioning

confidence: 99%

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Theoretical Study of the Interaction of 1,2-Dithiolene Ligands with the Mg2+ and Ca2+ Aquacations: Electronic, Geometric and Energetic Analysis

Melengate¹,

Stoyanov²,

Quattrociocchi³

et al. 2017

J. Braz. Chem. Soc.

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The B3LYP/6-311++G (d,p) 2+ (M = Mg or Ca) aquacations. Two series of ligands are studied: one with a phenyl ring directly bonded to the S interacting atoms and the other with a substituted ethylene (>C=C<) bonded to the two sulfide groups. These ligands present substituents with distinct induction and resonance electronic donor/acceptor effects. Fundamental characteristics, such as geometry, charges and energy of the complexed aquacations and isolated ligands, are analyzed and rationalized to correlate with the substituents effects and the metal-ligand affinity. The thermodynamic results, energy decomposition analysis (EDA) and natural bond order (NBO) show the chelate effect has an important contribution to complex stabilization and leading to an enhanced knowledge of the metal-dithiolene interaction and coordination affinity between the alkaline earth metals and sulfured ligands.

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“…The results proved that the efficacy of herbicides was determined by the presence of metal ions and chelating ligands in the environment. Different scientific groups have already studied the complexes with herbicides and salts based on pesticides (Drzewiecka-Antonik et al 2017;Zhou et al 2017;Cao et al 2018;Marcinkowska et al 2017). It has been reported that in a weak acid or neutral medium, both 2,4-D and MCPA can form complexes with bivalent metals (such as Cu, Ni) that are poorly water soluble (Kobylecka and Skiba 2008;Skiba et al 2017).…”

Section: The Influence Of Complex Formation On the Herbicides Releasementioning

confidence: 99%

Functionalized polystyrene beads as carriers in release studies of two herbicides: 2,4-dichlorophenoxyacetic acid and 2-methyl-4-chlorophenoxyacetic acid

Olejnik

Nowak

Schroeder

2018

Int. J. Environ. Sci. Technol.

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The extensive usage of pesticides in agriculture has adverse effect on the quality of water and soil; therefore, the proper dosage is of great concern. The aim of this study was to use the functionalized polystyrene beads (QuadraPure™) as a reservoir for the storage and controlled release of two herbicides: 2,4-dichlorophenoxyacetic acid and 2-methyl-4-chlorophenoxyacetic acid. It was proved that desorption of herbicides was strongly affected by the surface properties of polystyrene beads characterized by different pore size distributions and modified with various functional groups. We suggest that the optimal hybrid systems are the mixtures that are able to release the high amount of herbicides for a long time. For 2,4-dichlorophenoxyacetic acid, these conditions were fulfilled by polystyrene beads with the attached imino diacetate or thiourea functional groups. For 2-methyl-4-chlorophenoxyacetic acid, the appropriate results were obtained when polystyrene beads with the thiourea functional groups were applied. Additionally, QuadraPure™ scavengers could form stable complexes with copper and nickel ions, and therefore, the pesticide release was limited. The application of a hybrid system permitted to control the distribution of the herbicide by the formation of complexes between metal ions and organic groups of QuadraPure™ materials. The results proved that by using the polystyrene beads the release of herbicide could be controlled.

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The Co(II), Ni(II) and Cu(II) complexes with herbicide 2,4-dichlorophenoxyacetic acid – Synthesis and structural studies

Cited by 26 publications

References 29 publications

Multivariate analysis reveals significant diuron-related changes in the soil composition of different Brazilian regions

Multivariate analysis reveals significant diuron-related changes in the soil composition of different Brazilian regions

Theoretical Study of the Interaction of 1,2-Dithiolene Ligands with the Mg2+ and Ca2+ Aquacations: Electronic, Geometric and Energetic Analysis

Functionalized polystyrene beads as carriers in release studies of two herbicides: 2,4-dichlorophenoxyacetic acid and 2-methyl-4-chlorophenoxyacetic acid

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