Green Electroorganic Synthesis Using BDD Electrodes

Griesbach, Ulrich; Malkowsky, Itamar M.; Waldvogel, Siegfried R.

doi:10.1007/978-0-387-68318-8_5

Cited by 12 publications

(10 citation statements)

References 29 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…1) [25]. The investigation and application of these novel and innovative electrode materials in nondestructive chemistry is a new and challenging field.…”

Section: Phenol Coupling Reactions On Boron-doped Diamond (Bdd) Electmentioning

confidence: 99%

“…The investigation and application of these novel and innovative electrode materials in nondestructive chemistry is a new and challenging field. High hopes are placed with BDD electrodes since tremendous ameliorations in academic and technical aspects seem to be possible [25]. This is mainly due to the extremely large potential window in aqueous solutions, which allows the direct formation of OH radicals at potentials well below the onset of oxygen evolution.…”

Section: Phenol Coupling Reactions On Boron-doped Diamond (Bdd) Electmentioning

confidence: 99%

See 1 more Smart Citation

Novel anodic concepts for the selective phenol coupling reaction

Waldvogel

2010

Pure and Applied Chemistry

Self Cite

View full text Add to dashboard Cite

The oxidative phenol coupling reaction of phenols with simple methyl substituents can be difficult due to several by-products. Such a challenging substrate is 2,4-dimethylphenol. We studied the electrochemical access to the ortho-coupled dehydrodimer. Anodic treatment in a basic electrolyte supports the formation of a molecular tricyclic architecture called Pummerer's ketone. Employing a two-step sequence involving anodic conversion of 2,4-dimethylphenol to a preliminary substrate and different workup protocols yield exclusively and diastereoselectively polycyclic architectures. The selective ortho-coupling reaction was achieved by two strategies: A tetraphenoxy borate can be used as template substrate which can be easily made in large scale. Due to the ionic nature of the borate, no supporting electrolyte is required. This methodology can be applied to several related phenolic substrates. The second route is described by the direct conversion of 2,4-dimethylphenol on boron-doped diamond anodes. Surprisingly, the electrochemical transformation does not destruct or mineralize the substrate. Fluorinated additives allow the conversion of a broad scope of substrates.Scheme 5 Highly efficient synthesis of 2 on BDD anodes by partial conversion.Scheme 6 Synthesized biphenols on BDD anodes with 1,1,1,3,3,3-hexafluoroisopropanol as additive.

show abstract

“…1) [25]. The investigation and application of these novel and innovative electrode materials in nondestructive chemistry is a new and challenging field.…”

Section: Phenol Coupling Reactions On Boron-doped Diamond (Bdd) Electmentioning

confidence: 99%

Section: Phenol Coupling Reactions On Boron-doped Diamond (Bdd) Electmentioning

confidence: 99%

Novel anodic concepts for the selective phenol coupling reaction

Waldvogel

2010

Pure and Applied Chemistry

Self Cite

View full text Add to dashboard Cite

show abstract

“…To obtain a higher saturated solution of calcium phosphate, maleic acid was added to act as chelating agent and thereby retarding the precipitation [29,30]. Maleic acid can easily be oxidized by BDD electrodes [31][32][33][34][35], which then triggers the obturation process. With maleic acid being able to dissolve calcium ions from tooth substance and constituting an important component of self-etching dental adhesives [36], sealing of the root canal surface may also benefit from this approach.…”

Section: Introductionmentioning

confidence: 99%

Root Canal Obturation by Electrochemical Precipitation of Calcium Phosphates

et al. 2022

View full text Add to dashboard Cite

Achieving adequate disinfection and preventing reinfection is the major goal in endodontic treatment. Variation in canal morphology and open porosity of dentine prevents achieving complete disinfection. Questionable biocompatibility of materials as well as a lack of sealing ability questions the usefulness of current obturation methods. With a novel disinfection approach based on the use of boron-doped diamond (BDD) electrodes having shown promising results it was the goal of this series of experiments to investigate the possibility of BDD-mediated in situ forming of a biocompatible obturation material. A combination of calcium phosphate and maleic acid was used as precursor solution while Ion Chromatography Mass Spectrometry (IC-MS), Raman spectroscopy (RAMAN), X-ray diffraction (XRD), energy dispersive X-ray spectroscopy (EDX), scanning electron microscopy (SEM), dye penetration and micro-computed tomography (µCT) were applied for characterizing the precipitate. It was possible to achieve a BDD-mediated precipitation of brushite in a clinically applicable timeframe. However, tight sealing of the canal system based on brushite could not be achieved.

show abstract

“…The electrochemical methods have the advantages of simple equipment, flexible operation, and being chemical free [26,27]. Although it requires wastewater under high conductivity and energy consumption, it still has high treatment efficiency with chloride without any secondary pollutants, and the reusability of chloride with relatively low costs, which is the concept of green chemistry [21,[26][27][28][29][30].…”

Section: Introductionmentioning

confidence: 99%

Comparing the Effects of Types of Electrode on the Removal of Multiple Pharmaceuticals from Water by Electrochemical Methods

Liu

Huang

et al. 2020

Water

View full text Add to dashboard Cite

Considering the lack of information on simultaneously removing multiple pharmaceuticals from water or wastewater by electrochemical methods, this study aimed to investigate the removal of multiple pharmaceuticals by electro-coagulation and electro-oxidation based on two types of electrodes (aluminum and graphite). The synthetic wastewater contained a nonsteroidal anti-inflammatory drug (diclofenac), a sulfonamide antibiotic (sulfamethoxazole) and a β-blocker (atenolol). The pharmaceutical removal with electro-oxidation was much higher than those with the electro-coagulation process, which was obtained from a five-cell graphite electrode system, while the removal of pharmaceuticals with aluminum electrodes was about 20% (20 µM). In the electro-coagulation system, pharmaceutical removal was mainly influenced by the solubility or hydrophilicity of the compound. In the electro-oxidation system, the removal mechanism was influenced by the dissociation status of the compounds, which are attracted to the anode due to electrostatic forces and have a higher mass transformation rate with the electro-oxidation process. Therefore, atenolol, which was undissociated, cannot adequately be eliminated by electro-oxidation, unless the electrode’s surface is large enough to increase the mass diffusion rate.

show abstract

Green Electroorganic Synthesis Using BDD Electrodes

Cited by 12 publications

References 29 publications

Novel anodic concepts for the selective phenol coupling reaction

Novel anodic concepts for the selective phenol coupling reaction

Root Canal Obturation by Electrochemical Precipitation of Calcium Phosphates

Comparing the Effects of Types of Electrode on the Removal of Multiple Pharmaceuticals from Water by Electrochemical Methods

Contact Info

Product

Resources

About