boron and catechol

Phenolic compounds such as catechol are present in a wide variety of foods and beverages; they are of great importance due to their antioxidant properties. Their consumption protects against the development of certain diseases such as cancer and cardiovascular diseases. A MIP chitosan (CS) film has been electrodeposited on a boron doped diamond (BDD) electrode, by chronoamperommetry in the presence of catechol, followed by elution with 0.1 M KCl. The morphology of the MIP and non-MIP (NIP) film has been studied by AFM. The electrochemical response of the sensor analyzed by cyclic voltammetry (CV) indicates that the sensor shows excellent reproducibility (RSD = 4.1%) and repeatability (RSD = 7.0%) for catechol detection in the range of 0 to 80 μM, with a detection limit of 6.9 × 10

Topics: Biosensing Techniques; Boron; Buffers; Calibration; Catechols; Chitosan; Diamond; Electrochemical Techniques; Electrodes; Electroplating; Molecular Imprinting; Reproducibility of Results; Surface Properties; Wine

Boron-modified pyrrole-based anion receptors (catechol-boron and diphenylboron dipyrrolyldiketone derivatives) formed planar receptor-anion complexes, leading to charge-by-charge assemblies with planar cations, as in the corresponding difluoroboron derivative.

Topics: Boron; Catechols; Ions; Ketones; Liquid Crystals; Pyrroles

The electrochemical oxidation of pesticide, o-nitrophenol (ONP) as one kind of pesticide that is potentially dangerous and biorefractory, was studied by galvanostatic electrolysis using boron-doped diamond (BDD) as anode. The influence of several operating parameters, such as applied current density, supporting electrolyte, and initial pH value, was investigated. The best degradation occurred in the presence of Na2SO4 (0.05 M) as conductive electrolyte. After 8h, nearly complete degradation of o-nitrophenol was achieved (92%) using BDD electrodes at pH 3 and at current density equals 60 mA cm(-2). The decay kinetics of o-nitrophenol follows a pseudo-first-order reaction. Aromatic intermediates such as catechol, resorcinol, 1,2,4-trihydroxybenzene, hydroquinone and benzoquinone and carboxylic acids such as maleic glycolic, malonic, glyoxilic and oxalic, have been identified and followed during the ONP treatment by chromatographic techniques. From these anodic oxidation by-products, a plausible reaction sequence for ONP mineralization on BDD anodes is proposed.

Topics: Benzoquinones; Boron; Carboxylic Acids; Catechols; Diamond; Electrodes; Electrolysis; Hydrogen-Ion Concentration; Hydroquinones; Kinetics; Models, Chemical; Nitrophenols; Oxygen; Pesticides; Resorcinols; Water Pollutants, Chemical; Water Purification

Topics: Boron; Catechols; Cyclic N-Oxides; Ketones; Oxidation-Reduction; Stereoisomerism

The syntheses of diboryl porphyrin complexes [(BX2)2(ttp)] (ttp: dianion of tetra-p-tolylporphyrin) and the B-B single-bond diboranyl complexes [(BX)2(ttp)] (X=F, Cl, Br, I) are given. The former are prepared from the reactions of BX3 (X=F, Cl) with [Li2(ttp)] and the latter from B(2)Cl(4) (X=Cl), the reaction of SbF3 with [(BCl)2(ttp)] (for X=F), and, in the cases of X=Br or I, in a remarkable reductive coupling reaction resulting directly from the reaction of BBr3 or BI3 with [Li2(ttp)]. Density functional theory (DFT) calculations on the thermochemical parameters for the reductive coupling reactions (and those calculated for related dipyrromethene complexes) indicate that a combination of the reducing ability of bromide and iodide ions combined with the constrained environment of the porphyrin ligand contribute to the driving force. The reductive coupling is also observed in the reaction of [(BCl2)2(ttp)] with nBuLi to give [(BnBu)2(ttp)], which was characterised crystallographically. The reaction of [(BCl)2(ttp)] with catechol gives a boron catecholato porphyrin complex, [B2(O(2)C(6)H(4))(ttp)]. Chloride abstraction from [(BCl)2(ttp)] gives the planar dication [B2(ttp)]2+, whereas chemical reduction of [(BCl)2(ttp)] by using magnesium anthracenide gives a neutral complex, [B(2)(ttp)], in which the TTP ligand has been reduced by two electrons to give an unusual example of an isophlorin complex. The cationic and neutral complexes [B2(ttp)]2+ and [B2(ttp)] were characterised through a combination of spectroscopic data that is supported by DFT calculations on the porphine analogues.

Topics: Boron; Catechols; Chlorides; Fluorides; Hydrogen; Iodides; Lithium; Magnetic Resonance Spectroscopy; Models, Molecular; Molecular Structure; Oxidation-Reduction; Porphyrins; Temperature

The electrochemical oxidation of aqueous wastes polluted with hydroquinone, resorcinol, or catechol on boron-doped diamond electrodes has been studied. The complete mineralization of the organic waste has been obtained independently of the nature of each isomer. No aromatic intermediates were found during the treatment, and solely aliphatic intermediates (carboxylic acids C4 and C2, mainly) were detected in the three cases. Although as from the bulk electrolyses study no differences in the electrochemical oxidation of dihydroxybenzenes seem to exist, different voltammetric behavior between resorcinol and the other two isomers was obtained in the voltammetric study. Catechol and hydroquinone have a reversible quinonic form, and a cathodic reduction peak appears in their voltammograms. The characterization of the first steps in the electrochemical oxidation of the three dihydroxybenzenes showed the formation of a larger number of intermediates in the oxidation of catechol, although no carbon dioxide was detected in its oxidation. Conversely, the oxidation of resorcinol and hydroquinone lead to the formation of important concentrations of carbon dioxide. The nondetection of aromatic intermediates, even if small quantities of charge are passed, confirms that the oxidation must be carried out directly on the electrode surface or by hydroxyl radicals generated by decomposition of water.

Topics: Boron; Carbon Dioxide; Carboxylic Acids; Catechols; Diamond; Electrochemistry; Hydrogen-Ion Concentration; Hydroquinones; Hydroxyl Radical; Industrial Waste; Organic Chemicals; Oxygen; Resorcinols; Time Factors; Waste Disposal, Fluid; Water Pollutants, Chemical; Water Purification

The fabrication and characterization of boron-doped diamond microelectrodes for use in electrochemical detection coupled with capillary electrophoresis (CE-EC) is discussed. The microelectrodes were prepared by coating thin films of polycrystalline diamond on electrochemically sharpened platinum wires (76-, 25-, and 10-microm diameter), using microwave-assisted chemical vapor deposition (CVD). The diamond-coated wires were attached to copper wires (current collectors), and several methods were explored to insulate the cylindrical portion of the electrode: nail polish, epoxy, polyimide, and polypropylene coatings. The microelectrodes were characterized by scanning electron microscopy, Raman spectroscopy, and cyclic voltammetry. They exhibited low and stable background currents and sigmoidally shaped voltammetric curves for Ru(NH3)6(3+/2+) and Fe(CN)6(3-/4-) at low scan rates. The microelectrodes formed with the large diameter Pt and sealed in polypropylene pipet tips were employed for end-column detection in CE. Evaluation of the CE-EC system and the electrode performance were accomplished using a 10 mM phosphate buffer, pH 6.0, run buffer, and a 30-cm-long fused-silica capillary (75-microm i.d.) with dopamine, catechol, and ascorbic acid serving as test analytes. The background current (approximately 100 pA) and noise (approximately 3 pA) were measured at different detection potentials and found to be very stable with time. Reproducible separation (elution time) and detection (peak current or area) of dopamine, catechol, and ascorbic acid were observed with response precisions of 4.1% or less. Calibration curves constructed from the peak area were linear over 4 orders of magnitude, up to a concentration between 0.1 and 1 mM. Mass limits of detection for dopamine and catechol were 1.7 and 2.6 fmol, respectively (S/N = 3). The separation efficiency was approximately 33,000, 56,000, and 98,000 plates/m for dopamine, catechol, and ascorbic acid, respectively. In addition, the separation and detection of 1- and 2-naphthol in 160 mM borate buffer, pH 9.2, was investigated. Separation of these two analytes was achieved with efficiencies of 118,000 and 126,000 plates/m, respectively.

Topics: Ascorbic Acid; Boron; Catechols; Diamond; Dopamine; Electrochemistry; Electrophoresis, Capillary; Microelectrodes