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New palladium-oxazoline complexes: Synthesis and evaluation of the optical properties and the catalytic power during the oxidation of textile dyes.

ABSTRACT: The present paper describes the synthesis of new palladium-oxazoline complexes in one step with good to high yields (68-95%). The oxazolines were prepared from enantiomerically pure ?-aminoalcohols. The structures of the synthesized palladium complexes were confirmed by NMR, FTIR, TOFMS, UV-visible spectroscopic analysis and X-ray diffraction. The optical properties of the complexes were evaluated by the determination of the gap energy values (E g) ranging between 2.34 and 3.21 eV. Their catalytic activities were tested for the degradation of Eriochrome Blue Black B (a model of azo dyes) in the presence of an ecological oxidant (H2O2). The efficiency of the decolorization has been confirmed via UV-visible spectroscopic analysis and the factors affecting the degradation phenomenon have been studied. The removal of the Eriochrome reached high yields. We have found that the complex 9 promoted 84% of color elimination within 5 min (C 0 = 30 mg/L, T = 22 °C, pH 7, H2O2 = 0.5 mL) and the energetic parameters have been also determined.

SUBMITTER: Hassani R

PROVIDER: S-EPMC4578361 | biostudies-literature | 2015

REPOSITORIES: biostudies-literature

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New palladium-oxazoline complexes: Synthesis and evaluation of the optical properties and the catalytic power during the oxidation of textile dyes.

Hassani Rym R Jabli Mahjoub M Kacem Yakdhane Y Marrot Jérôme J Prim Damien D Ben Hassine Béchir B

Beilstein journal of organic chemistry 20150715

The present paper describes the synthesis of new palladium-oxazoline complexes in one step with good to high yields (68-95%). The oxazolines were prepared from enantiomerically pure α-aminoalcohols. The structures of the synthesized palladium complexes were confirmed by NMR, FTIR, TOFMS, UV-visible spectroscopic analysis and X-ray diffraction. The optical properties of the complexes were evaluated by the determination of the gap energy values (E g) ranging between 2.34 and 3.21 eV. Their catalyt ...[more]

PMID: 26425176

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Project description:The newly synthesized dinuclear complex [Fe(III)(2)(?-OH)(2)(bik)(4)](NO(3))(4) (1) (bik, bis(1-methylimidazol-2-yl)ketone) shows rather short Fe···Fe (3.0723(6) Å) and Fe-O distances (1.941(2)/1.949(2) Å) compared to other unsupported Fe(III)(2)(?-OH)(2) complexes. The bridging hydroxide groups of 1 are strongly hydrogen-bonded to a nitrate anion. The (57)Fe isomer shift (? = 0.45 mm s(-1)) and quadrupole splitting (?E(Q) = 0.26 mm s(-1)) obtained from Mo?ssbauer spectroscopy are consistent with the presence of two identical high-spin iron(III) sites. Variable-temperature magnetic susceptibility studies revealed antiferromagnetic exchange (J = 35.9 cm(-1) and H = JS(1)·S(2)) of the metal ions. The optimized DFT geometry of the cation of 1 in the gas phase agrees well with the crystal structure, but both the Fe···Fe and Fe-OH distances are overestimated (3.281 and 2.034 Å, respectively). The agreement in these parameters improves dramatically (3.074 and 1.966 Å) when the hydrogen-bonded nitrate groups are included, reducing the value calculated for J by 35%. Spontaneous reduction of 1 was observed in methanol, yielding a blue [Fe(II)(bik)(3)](2+) species. Variable-temperature magnetic susceptibility measurements of [Fe(II)(bik)(3)](OTf)(2) (2) revealed spin-crossover behavior. Thermal hysteresis was observed with 2, due to a loss of cocrystallized solvent molecules, as monitored by thermogravimetric analysis. The hysteresis disappears once the solvent is fully depleted by thermal cycling. [Fe(II)(bik)(3)](OTf)(2) (2) catalyzes the oxidation of alkanes with t-BuOOH. High selectivity for tertiary C-H bond oxidation was observed with adamantane (3°/2° value of 29.6); low alcohol/ketone ratios in cyclohexane and ethylbenzene oxidation, a strong dependence of total turnover number on the presence of O(2), and a low retention of configuration in cis-1,2-dimethylcyclohexane oxidation were observed. Stereoselective oxidation of olefins with dihydrogen peroxide yielding epoxides was observed under both limiting oxidant and substrate conditions.

Dataset Information

New palladium-oxazoline complexes: Synthesis and evaluation of the optical properties and the catalytic power during the oxidation of textile dyes.

Publications

New palladium-oxazoline complexes: Synthesis and evaluation of the optical properties and the catalytic power during the oxidation of textile dyes.

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