The paper chromatography of some complexones and their iron chelates

Hill-Cottingham, D. G.

doi:10.1016/s0021-9673(01)99256-8

Cited by 37 publications

(19 citation statements)

References 4 publications

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“…Nevertheless, no data have been reported for this reaction in this class of compounds. However, this mechanism is in accordance to the hypothesis proposed by Hill‐Cottingham17 and agrees with the results obtained in this experiment, in which total soluble iron assessed by AAS decreased as the EDDHA/Fe 3+ solution was left to stand in sunlight. However, no data have been found in the literature that confirm the partial decomposition of this chelating agent.…”

Section: Resultssupporting

confidence: 93%

“…It is known that iron chelate solutions were photosensitive and the exposure of the solutions to UV light—in particular direct sunlight—resulted in reduction of the ferric iron and partial decomposition of the organic ligand 17. Moreover, it was observed that the pH of the EDDHA/Fe 3+ solution played an important role in photodegradation 19.…”

Section: Resultsmentioning

confidence: 99%

“…In spite of this fact, their biodegradation and photodegradation pathways are virtually unknown. The iron chelate solutions are photosensitive and the exposure of the solutions to UV light, in particular direct sunlight, results in reduction of ferric iron and partial decomposition of the organic ligand 17. It has been recommended that EDDHA/Fe 3+ solutions should be kept in amber bottles to reduce any photodecomposition of the chelate 18.…”

Section: Introductionmentioning

confidence: 99%

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Chiral Pyrimidine Metallacalixarenes: Synthesis, Structure and Host–Guest Chemistry

Barea

Navarro

Salas

et al. 2003

Chemistry A European J

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A set of enantiomerically pure cyclic multinuclear complexes with the formula cis-[a(2)PdL](n) (n+) [a(2)=(R,R)-1,2-diaminocyclohexane (R,R-dach), (S,S)-1,2-diaminocyclohexane (S,S-dach); n=4, 6; LH=2-hydroxypyrimidine (2-Hpymo), 4,6-dimethyl-2-hydroxypyrimidine (2-Hdmpymo) and 4-hydroxypyrimidine (4-Hpymo)] were obtained by reaction of cis-[a(2)Pd(H(2)O)(2)](2+) and LH in aqueous media. The polynuclear complexes were studied by (1)H NMR spectroscopy and X-ray crystallography. These studies revealed that the N1,N3-bridging mode exhibited by the pyrimidine moieties is ideally suited for formation of inorganic analogues of calixarenes (metallacalixarenes) in a self-assembly process. The most stable species are the tetranuclear metallacalix[4]arenes, which are obtained in all cases. Hexanuclear species, namely, [a(2)Pd(2-dmpymo)](6) (6+), were also isolated and fully characterised. (1)H NMR experiments show conversion of [a(2)Pd(2-dmpymo)](6) (6+) to [a(2)Pd(2-dmpymo)](4) (4+) on heating. Analogously to organic calixarenes, these systems are also capable of incorporating hard metal ions at the oxo surface. Additionally, investigations on the receptor properties of these metallacalixarenes towards mononucleotides showed that enantioselective recognition processes occur in aqueous media.

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Section: Resultssupporting

confidence: 93%

Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Chiral Pyrimidine Metallacalixarenes: Synthesis, Structure and Host–Guest Chemistry

Barea

Navarro

Salas

et al. 2003

Chemistry A European J

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“…1), labelled as follows: (1) racemic o,o-EDDHA (referring to the (R,R) and (S,S) o,o-EDDHA enantiomers; the enantiomers are mirror images, differing in the direction they deviate polarized light but identical in binding strength), (2) meso o,o-EDDHA (referring to the (R,S) = (S,R) enantiomer; due to the internal mirror plane of the molecule, the (R,S) and (S,R) configurations are identical (Bailey et al 1981;Hill-Cottingham 1962;Ryskievich and Boka 1962)), (3) o,p-EDDHA (referring to the four o,p-EDDHA enantiomers) and (4) rest-EDDHA (referring to the 3 p, p-EDDHA enantiomers and a variety of polycondensates and half-products (Cremonini et al 2001;Hernandez-Apaolaza et al 2006)). In general these four groups are referred to as the different EDDHA isomers.…”

Section: Introductionmentioning

confidence: 99%

The behaviour of EDDHA isomers in soils as influenced by soil properties

et al. 2006

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FeEDDHA products are applied to correct iron chlorosis in plants and consist of a mixture of EDDHA isomers chelated to iron. In this study such mixtures have been divided into four (groups of) isomers: racemic o,o-EDDHA, meso o,o-EDDHA, o,p-EDDHA and rest-EDDHA. The physical and chemical properties of these isomers differ and hence does their ability to deliver Fe to plants. To come to a soil-specific iron fertilization recommendation, the behaviour of the EDDHA isomers in the soil needs to be understood. This behaviour has been examined in a soil interaction experiment as a function of time, and it has been related to soil properties. The isomer fractions remaining in solution can be ranked racemic

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“…In spite of their high cost, fertilizers containing synthetic Fe(III)-chelates are nowadays commonly used in soilless horticulture as well as in high value, field-grown crops affected by Fe deficiency. Synthetic Fe(III)-chelates used as fertilizers are generally derivatives from the family of ethylenediamine-carboxylic acids and include the Fe(III)-chelates of ethylenediamine tetraacetic acid (EDTA) (1), diethylenetriamine pentaacetic acid (DTPA) (2), N-(2-hydroxyethyl)ethylenediaminetriacetic acid (HEDTA) (3), ciclohexane-1,2-diaminetetraacetic acid (CDTA) (4), ethylenediamine-N-N=bis(o-hydroxyphenylacetic) acid (o,oEDDHA) (5), ethylenediamine-N-(o-hydroxyphenylacetic)-N=-(p-hydroxyphenylacetic) acid (o,pEDDHA) (6), ethylenediamine-N-N'bis(2-hydroxy-4-methylphenylacetic) acid (EDDHMA) (7), ethylenediamine-N-N=bis(5-carboxy-2-hydroxyphenylacetic) acid (EDDCHA) (8), and ethylenediamine-N-N=bis(2-hydroxy-5-sulfophenylacetic) acid (EDDHSA) (9) [5]. These compounds can be applied either to the root system (via soil or nutrient solution) or to the plant shoots (via foliar spray or trunk injections).…”

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confidence: 99%

Determination of synthetic ferric chelates used as fertilizers by liquid chromatography-electrospray/mass spectrometry in agricultural matrices

Álvarez‐Fernández

Orera

Abadı́a

et al. 2007

J. Am. Soc. Mass Spectrom.

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A high-performance liquid chromatography-electrospray ionization/mass spectrometry (time of flight) method has been developed for the simultaneous determination of synthetic . The average intraday repeatability values were ϳ0.5 and 5% for retention time and peak area, respectively, whereas the interday repeatability values were ϳ0.7 and 8% for retention time and peak area, respectively. The method was validated using four different agricultural matrices, including nutrient solution, irrigation water, soil solution, and plant xylem exudates, spiked with Fe(III)-chelate standards and their stable isotope-labeled corresponding chelates. Analyte recoveries found were in the ranges 92-101% (nutrient solution), 89 -102% (irrigation water), 82-100% (soil solution), and 70 -111% (plant xylem exudates). Recoveries depended on the analyte, with Fe(III)-EDTA and Fe(III)-DTPA showing the lowest recoveries (average values of 87 and 88%, respectively, for all agricultural matrices used), whereas for other analytes recoveries were between 91 and 101%. The method was also used to determine the real concentrations of Fe(III)-chelates in commercial fertilizers. Furthermore, the method is also capable of resolving two more synthetic Fe(III)-chelates, Fe(III)-EDDHSA and Fe(III)-ED-DCHA, whose exact quantification is not currently possible because of lack of commercial standards. (J Am Soc Mass Spectrom 2007, 18, 37-47)

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The paper chromatography of some complexones and their iron chelates

Cited by 37 publications

References 4 publications

Chiral Pyrimidine Metallacalixarenes: Synthesis, Structure and Host–Guest Chemistry

Chiral Pyrimidine Metallacalixarenes: Synthesis, Structure and Host–Guest Chemistry

The behaviour of EDDHA isomers in soils as influenced by soil properties

Determination of synthetic ferric chelates used as fertilizers by liquid chromatography-electrospray/mass spectrometry in agricultural matrices

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