Chemistry Commons^™

Molecular Scale Investigations Of Interactions Between Pfas And Concrete, Eric E. Keeler

Theses and Dissertations

Per- and polyfluoroalkyl substances (PFAS), widely referred to as “forever chemicals,” exhibit high environmental persistence and potential health risks due to their robust carbon-fluorine bonds. These substances are prevalent in aqueous film-forming foams (AFFF), used in industrial and military applications, and are known to contaminate environmental surfaces, including concrete. This study aims to characterize the molecular-level interaction energies of six PFAS species—PFOA, PFOS, PFHxS, PFHxA, 6:2 FTS, and PFBS—with calcium silicate, a key component of concrete, using density functional theory (DFT) calculations. Change in Gibbs free energy (ΔG) was determined for each of the interactions, revealing negative ΔG values for …

Atmospheric Water Generation: Bacterial And Inorganic Chemical Quality, Garrett E. Stanley

Theses and Dissertations

This study investigated the quality of untreated water collected from a vapor compression-based atmospheric water generator (AWG) operated outdoors in Dayton, Ohio. The concentrations of bacterial and chemical constituents were determined. The concentration of culturable bacteria was between 200 and 2300 CFU/mL, significantly higher than the reference levels described in recreational and drinking water quality guidance. Three discrete bacteria phenotypes were visually identified; two were yellow in color, rod-shaped and gram-negative while the third was milky white, circular, and gram-positive. Chemical analysis on 15 randomly selected samples revealed the presence of Barium (average = 0.16 mg/L), Magnesium (0.08 = mg/L), …

Air-Based Chemical Patient Decontamination Methodologies For Arctic Regions Using Methly Salicylate As A Chemical Agent Surrogate On A Litter-Bound Manikin, Marcus D. Shadd

Theses and Dissertations

This study evaluated a mobile air shower for patient decontamination without disrobing or rinsing, an alternative for Arctic conditions where water is scarce. A manikin in extreme cold weather gear was exposed to 10 µL of methyl salicylate (MeS), a sulfur mustard surrogate, and placed in a horizontal chamber on a military litter. Airborne MeS was measured using a ppbRAE 3000 detector to assess inhalation risk for the patient and decontamination team. Three methods were tested: an air-knife system, paper towels, and no decontamination, with 10 trials each (30 total). ANOVA analysis showed significant reductions in airborne MeS with air-knife …

Metal Nitrides As Cathode Hosts For Lithium-Sulfur Batteries, Hai-Ji Xiong, Cheng-Wei Zhu, Ding-Rong Deng, Qi-Hui Wu

Journal of Electrochemistry

Lithium-sulfur batteries are considered as one of the potential solutions as integrating renewable energy systems for large-scale energy storage because of their high theoretical energy density (2600 Wh·kg^–1) and specific capacity (1675 mAh·g^–1). Currently, various strategies have been proposed to overcome the technical barriers, e.g., “shuttle effect”, capacity decay and volumetric change, which impede the successful commercialization of lithium-sulfur batteries. This paper reviews the applications of metal nitrides as the cathode hosts for high-performance lithium-sulfur batteries, summarizes the design strategies of different host materials, and discusses the relationship between the properties of metal nitrides and their …

Sno2 Particles Embedded Into Carbon Coated Mesoporous SioX Rod As High Volumetric Capacity Anode For Lithium-Ion Batteries, Jia-Lin Guo, Ni-Ni Li, Peng Zheng

Journal of Electrochemistry

Due to the high capacity and moderate volume expansion of silicon protoxide SiO_x (160%) compared with that of Si (300%), reducing silicon dioxide SiO₂ into SiO_x while maintaining its special nano-morphology makes it attractive as an anode of Li-ion batteries. Herein, through a one-pot facile high-temperature annealing route, using SBA15 as the silicon source, and embedding tin dioxide SnO₂ particles into carbon coated SiO_x, the mesoporous SiO_x-SnO₂@C rod composite was prepared and tested as the anode material. The results revealed that the SnO₂ particles were distributed uniformly in the …

Enhancing Cycle Life Of Graphite ‖ Lifepo4 Batteries Via Copper Substituted Li2Ni1-XCuXO2 Cathode Prelithiation Additive, Jian-Ming Zheng, Jing-Wen Zhang, Tian-Peng Jiao

Journal of Electrochemistry

Lithium nickel oxide (Li₂NiO₂), as a sacrificial cathode prelithiation additive, has been used to compensate for the lithium loss for improving the lifespan of lithium-ion batteries (LIBs). However, high-cost Li₂NiO₂ suffers from inferior delithiation kinetics during the first cycle. Herein, we investigate the effects of the cost-effective Cu substitution of Li₂Ni_1-xCu_xO₂ (x = 0, 0.2, 0.3, 0.5, 0.7) synthesized by high-temperature solid-phase method on the structure, morphology, electrochemical performance of graphite‖LiFePO₄ battery. The X-ray Diffraction (XRD) refinement result demonstrates that Cu substitution strategy is favorable …

Teaching And Normalizing Digital Accessibility For Students In The Chemical Sciences, Stefano C G Biagini

Journal of Science Education for Students with Disabilities

Digital accessibility is the inclusive practice of ensuring that all people can equally access digital information. However, this good practice has yet to be fully embraced by practitioners and educators in the chemical sciences. This article will describe and explain the key requirements of digital accessibility and how they apply to educators in the chemical sciences, with the emphasis on supporting visually impaired students; it will illustrate a case study of training students in adopting digital accessibility good practices in order to enable a culture change of greater inclusivity for the next generation; and finally illustrate low cost laboratory adaptations …

Access To Arynes From Arenes Via Net Dehydrogenation: Scope, Synthetic Applications And Mechanistic Analysis, Riley A. Roberts, Bryan E. Metze, Nicole Javaly, Theresa M. Mccormick, David R. Stuart

Chemistry Faculty Publications and Presentations

Arynes undergo a wide range of chemical transformations making them versatile reactive intermediates for organic synthesis. Access to arynes has long been dominated by pre-functionalised reagents, e.g., the venerable o-trimethylsilylaryl triflates. However, a move toward developing methods to access arynes that are both mild and efficient has prompted research into aryl “onium” aryne precursors. Here, we leverage aryl “onium” species as in situ or isolated intermediates in a net dehydrogenation of simple arenes as a novel and efficient way to access arynes. We describe a unified strategy in which two different tactics are employed to access diversely substituted …

Terminator: A Software Package For Fast And Local Optimization Of His-Tag Placement For Protein Affinity Purification, Rokas Gerulskis, Shelley D. Minteer

Chemistry Faculty Research & Creative Works

Although the use of affinity tags can greatly improve purification of expressed enzymes, the placement of affinity tags can significantly impact the expression, solubility, and function of recombinant proteins. To facilitate the optimal design of 6xHis-tagged constructs for protein purification, we developed Terminator, a Python-based software package, which takes a UniProt ID or existing protein sequence as input, identifies related sequences, maps sequence conservation retrieved from ConSurf onto protein 3D structures retrieved from the PDB and SWISS-MODEL, and analyzes proximity to cavities and functional sites to recommend the N- or C-terminus for placement of 6xHis fusion tags 86-100% accuracy in …

An Overview Of Sodium-Ion Batteries As Next-Generation Sustainable Electrochemicaldevices Beyond The Traditional Lithium-Ion Framework, Gamzenur Özsi̇n

Turkish Journal of Chemistry

The rise in the popularity of electric vehicles and portable devices has boosted the demand for rechargeable batteries, withlithium-ion (Li-ion) batteries favored for their superior energy and power density. However, supply strains and sustainability issues aredriving the search for alternatives. Postlithium technologies, particularly sodium-ion (Na-ion) batteries, are gaining attention for theirpromising potential and similarity to Li-ion technology. While efforts are still needed to enhance the energy and power density as wellas the cycle life of Na-ion batteries to replace Li-ion batteries, these energy storage devices present significant advantages in terms ofsustainability, theoretical capacity, and intrinsic safety features. Through this paper, …

A Hindered Phenol Containing Pvc/Cuo Nanocomposites; Study On The Mechanical And Thermooxidative Properties, Mohsen Hajibeygi, Alireza Ghasemi

Turkish Journal of Chemistry

The effect of synthesized 5-((4-hydroxy-3,5-di-tert-butylphenyl)diazenyl)isophthalic acid (HBA) containing a hinderedphenol derivative on the thermooxidation, hydrochloric acid release time, and mechanical strength of PVC/CuO nanocompositeswas studied. Moreover, 5-((4-hydroxy-2,5-dimethylphenyl)diazenyl)isophthalic acid (HMA) was synthesized for comparison ofcorresponding PVC nanocomposite properties. PVC nanocomposite thin films were prepared through in situ surface modificationof CuO nanoparticles with HBA and HMA, individually, in the PVC solution. The XRD and FE-SEM results clarified the desirabledispersion of CuO nanoparticles. The PVC sample with loading of 5 wt% from each HBA and CuO was found to be the most thermallystable, which was confirmed by thermogravimetric analysis in inert conditions. The …

Platinum Group Metal (Pgm) Free Multi Metallic Nanomaterial: A Potential Electrocatalyst For Ethanol Oxidation, Susmita Singh, Prodipta Pal, Soumik Roy, Shalini Basak, Prantica Saha, Anushna Dutta, Sinthia Saha, Mainak Bose

Turkish Journal of Chemistry

Comprehensive studies of the ethanol oxidation reaction (EOR) have shown high interest in fuel cell technologies. As anodecatalysts, introducing platinum group metal (PGM) free catalyst is promising for higher catalytic activity towards the EOR, as these arecost-effective, pollution-tolerant, and suitable for sustainable energy conversion. In this investigation, multi walled carbon nanotube(MWCNT) supported PGM-free electrocatalysts are synthesized by the impregnation reduction method. The atomic structure,composition, and morphology of nanoalloy catalysts are discovered through X-ray diffraction (XRD), Raman spectroscopy and fourier-transform infrared (FTIR) spectroscopy techniques. Electrochemical behaviours have been analysed by cyclic voltammetry (CV), linearsweep voltammetry (LSV), Chronoamperometry (CA), and electrochemical impedance …

Nonadhesive Membranes: Preparation And Characterization Of Modified Phbhx Membranes, Funda Alkan, Murat Demi̇rbi̇lek, Oktay Aydin, Berrak Gümüşkaya Öcal, Neli̇sa Laçi̇n Türkoğlu, Mustafa Türk, Mehmet Ali̇ Onur

Turkish Journal of Chemistry

After abdominal surgery, there is a possibility of adhesions between the abdominal organs and the abdominal wall. Theadhesions can lead to problems such as chronic pain, intestinal blockage, and infertility. To prevent adhesion, antiadhesion patchescan be used. In this study, poly hydroxybutyrate-co-hexanoate membranes were fabricated as antiadhesion patches and modified witheither fatty acids or polyethylene glycol. The homogeneity and protein absorption of the membranes were assessed. The effects onblood coagulation factors were determined and the adhesion-proliferation properties of human fibroblast cells on the membranes weredetermined. The results show that myristic acid slightly increases surface free energy (40.7 ± 4.2 mN/m), …

Preparation And Characterization Of Rhfe/G-C3n4 Nanoparticles For Efficient Hydrolysis Of Sodium Borohydride, Merve Uçar Kaya, Mehmet Yurderi̇, Mehmet Zahmakiran

Turkish Journal of Chemistry

Highly effective graphitic carbon nitride-supported RhFe Nanoparticles (denoted as RhFe/g-C3N4) were prepared using a simple wet impregnation-reduction method for the hydrolysis of sodium borohydride (NaBH4). The obtained RhFe/g-C3N4 catalyst was characterized using advanced analytical/spectroscopic techniques such as inductively coupled plasma-optical emission spectroscopy (ICP-OES), scanning electron microscopy (SEM), transmission electron microscopy (TEM), Powder X-ray diffraction (P-XRD), X-ray spectroscopy (XPS), and fourier transform infrared spectroscopy (FT-IR). The catalytic activities of RhFe/g-C3N4 catalysts with varying Rh/Fe molar ratios were investigated, demonstrating superior catalytic activity compared to monometallic Rh and Fe. The initial turnover frequency (TOF) value of the Rh0.48Fe0.52/g-C3N4 catalyst was calculated as …

The Magnetic Beads-Based Sandwich-Shaped Immune Complexes For Rapid And Sensitiveamperometric Detection Of Sox2 Protein, Göksu Özçeli̇kay Akyildiz, Mehmet Altay Ünal, Seçi̇l Gülden, Si̇bel Ayşil Özkan

Turkish Journal of Chemistry

Sex-Determining Region Y-box 2 (SOX2) is a transcription factor protein. SOX2 expression is related to lymph nodemetastasis and distant metastasis in colorectal carcinomas. SOX2 was determined with the first magnetic disposable immunoplatform.The designed sandwich-shaped immune complexes were formed by a capture antibody, SOX2 protein, and biotinylated secondaryantibodies (dAb/HRP). The sandwich-shaped immune complex was linked to carboxylic acid functionalized magnetic beads (HOOC-MBs). This magnetic bioconjugate was dropped on the surface of the screen-printed carbon electrode (SPCE). The amperometricmeasurement was performed at –0.20 V in the presence of hydroquinone (HQ) and H2O2 against a silver pseudo-reference electrode.The optimization parameters affecting the immunoassay …

Masking Of Iron And Other Interferences During The Spectrophotometric Analysis Of Aluminum From Soil Samples Using Alizarin Red S, Hafiz Zain Ul Aabidin, Muhammad Inam Ul Hassan, Tariq Yasin, Muhammad Zubair Rahim, Ahsan Amin Bhatti, Hamayun Imtiaz, Asif Raza

Turkish Journal of Chemistry

In whole-rock geochemical analysis, the quantification of aluminum in geological samples is performed using differentanalytical techniques including UV-Vis spectrophotometry. During the spectrophotometric analysis of aluminum utilizing AlizarinRed S, iron causes significant interference, leading to inaccurate measurements of the amount of aluminum in the sample. In caseswhere leached or processed samples contain titanium, interference is also observed. However, appropriate masking agents can removethese interferences. In this study, various masking agents including Tiron, oxalic acid, ascorbic acid, and thioglycolic acid were utilizedfor the masking of iron. Among these masking agents, ascorbic acid proved to be the best candidate for masking iron. A …

Simultaneous Determination Of Sunset Yellow And Tartrazine In Real Samples On An N-Butylamine-Graphite/Polyaminophenol Composite Electrode, Mürşi̇de Ceren Afşar, Zekerya Dursun

Turkish Journal of Chemistry

A composite electrode was fabricated for simultaneous determination of sunset yellow (SY) and tartrazine (Tz) in foods andsyrup. It is based on n-butylamine intercalation into graphite and then dropped on a poly (4-aminophenol)/glassy carbon electrode(GCE). The electrode surface morphologies, chemistry, and electrical properties were identified by scanning electron microscopy(SEM), X-ray photoelectron spectroscopy (XPS), Raman spectroscopy (RS), and electrochemical impedance spectroscopy (EIS). Thenew composite electrode significantly increased the electrochemical response of SY and Tz relative to a bare GCE. The peak currentof SY and Tz increased linearly depending on their concentrations from 0.006 μmol L–1 to 1.0 μmol L–1 (r = …

A New Water-Soluble Silicon Phthalocyanine That Catalyzes The Photodegradation Of Pollutant Dyes, Damla Nur Kaya, Behi̇ce Sebnem Sesalan

Turkish Journal of Chemistry

The removal of color arising from water-soluble dyes in wastewaters is necessary to counter the threat to health. Because of thedifficulty in elimination of these dyes by conventional methods, their photodegradation using photosensitizers such as phthalocyanines(Pcs) has been employed recently. When compared to peripherally substituted derivatives, silicon Pcs are reported to be morebiocompatible with low toxicity. Thus a new silicon Pc substituted with two quaternized dimethylamino phenoxy units (compound 1)and its quaternized derivative (compound 2) were synthesized to test its photocatalytic ability employing the dyes methylene blue (MB),eosin B (EB), erythrosine (ERB), sulforhodamine B (SRB), and brilliant blue FCF (BRB), …

Tailor-Designed Oxalic Acid-Crosslinked Poly(Vinyl Alcohol)/Chitosan Biodegradable Films For Active Food Packaging Applications, Reem Hazem Fathy Anwar Elaasar

Theses and Dissertations

Food packaging plastic waste is posing great threats to ecosystems, human health, and the planet's overall sustainability; therefore, research has been directed towards the fabrication of biodegradable food packaging materials. In this study, active and biodegradable oxalic acid (OA) crosslinked poly(vinyl alcohol) (PVA)/chitosan (CS) composite films of different weight ratios were synthesized via the solvent casting technique and their food packaging properties were investigated. Owing to its water resistance and antibacterial superiority, the composite film with the ratio of OA chemically crosslinked PVA/CS 80:20 was elected to be coated with green tea extract (GTE) to ameliorate its antibacterial and antioxidant …

Fluorinated Block Copolymer: An Important Sorbent Design Criteria For Effective Pfoa Removal From Its Aqueous Solution, Sadifa Anjum, Michael Arik, Arya Patel, Nyalah Abasali, Laying Wu, Amrita Sarkar

Department of Chemistry and Biochemistry Faculty Scholarship and Creative Works

An important question remains unresolved, despite extensive studies on polymer-based sorbents for adsorbing poly and perfluoro alkyl substances (PFAS): How does the positioning of the fluorine-rich segment in polymer affect PFAS removal? Herein, we designed a linear, uncharged triblock copolymer incorporating a fluorinated moiety in the polymer backbone, which effectively removed perfluorooctanoic acid (PFOA) from water. In contrast, polymers without fluorogenic moiety or with it in the side chains showed significantly poorer PFOA removal. Our finding suggests that PFOA adsorption is more influenced by C-F···F-C interactions when the fluorinated segment is in the polymer backbone, not in the side chain.

Super-Resolution Imaging Reveals Resistance To Mass Transfer In Functionalized Stationary Phases, Ricardo Monge Neria, Muhammad Zeeshan, Aman Kapoor, Tae Kyong John Kim, Nichole Hoven, Jeffrey S. Pigott, Burcu Gurkan, Christine E. Duval, Lydia Kisley

Faculty Scholarship

Chemical separations are costly in terms of energy, time, and money. Separation methods are optimized with inefficient trial-and-error approaches that lack insight into the molecular dynamics that lead to the success or failure of a separation and, hence, ways to improve the process. We perform super-resolution imaging of fluorescent analytes in five different commercial liquid chromatography materials. Unexpectedly, we observe that chemical functionalization can block more than 50% of the material’s porous interior, rendering it inaccessible to small-molecule analytes. Only in situ imaging unveils the inaccessibility when compared to the industry-accepted ex situ characterization methods. Selectively removing some of the …

Evaluating The New Nd: Yag Laser Method In Phytosynthesizing Silver Nanoparticles And Assessing Their Medical Applications., Arshad Mahdi Hamad, Qanat Mahmood Atiya

Karbala International Journal of Modern Science

Silver nanoparticles (AgNPs) were synthesized via an innovative green synthesis method using amygdalin (Am) as a reducing agent and the Nd: YAG laser as a catalyst. We studied the properties of the nanoparticles using X-ray diffraction (XRD), field emission scanning electron microscopy (FESEM), energy dispersive X-ray spectroscopy (EDX), atomic force microscopy (AFM), ultraviolet-visible spectroscopy (UV), and Fourier transform infrared spectroscopy (FTIR) techniques. All the results of the examination demonstrate excellent structural and optical properties. In addition, the molecular docking of the complex composed of amygdalin and AgNPs was tested on three proteins concerned with the virulence of Pseudomonas aeruginosa and …

Mutational Scanning And Binding Free Energy Computations Of The Sars-Cov-2 Spike Complexes With Distinct Groups Of Neutralizing Antibodies: Energetic Drivers Of Convergent Evolution Of Binding Affinity And Immune Escape Hotspots, Mohammed Alshahrani, Vedant Parikh, Brandon Foley, Nishank Raisinghani, Gennady M. Verkhivker

Mathematics, Physics, and Computer Science Faculty Articles and Research

The rapid evolution of SARS-CoV-2 has led to the emergence of variants with increased immune evasion capabilities, posing significant challenges to antibody-based therapeutics and vaccines. In this study, we conducted a comprehensive structural and energetic analysis of SARS-CoV-2 spike receptor-binding domain (RBD) complexes with neutralizing antibodies from four distinct groups (A–D), including group A LY-CoV016, group B AZD8895 and REGN10933, group C LY-CoV555, and group D antibodies AZD1061, REGN10987, and LY-CoV1404. Using coarse-grained simplified simulation models, rapid energy-based mutational scanning, and rigorous MM-GBSA binding free energy calculations, we elucidated the molecular mechanisms of antibody binding and escape mechanisms, identified key …

Characterization Of 1,8-Cineole (Eucalyptol) From Myrtle And Its Potential Antibacterial And Antioxidant Activities*, Humera Khan

Karbala International Journal of Modern Science

1,8-Cineole is a naturally occurring chemical molecule predominantly found in fragrant plants, particularly Myrtle. Its aroma is distinctive and has been the subject of numerous investigations due to its various biological actions. This study examines the characterization of 1,8-Cineole derived from Myrtle and investigates its antibacterial and antioxidant properties. This study seeks to compare 1,8-Cineole with antibiotics like Amoxicillin and Tetracycline, and moreover, to investigate its antioxidant capabilities against diverse bacterial strains (both Gram-positive and Gram-negative). 1,8-Cineole exhibits the most effective antibacterial properties, demonstrating an inhibition zone of 12.00 mm against Staphylococcus aureus and 10.00 mm against Pseudomonas aeruginosa. …

Photocathodes From Aerobic Oxidation Of Tellurorhodamines, Amelia Jellison

Dissertations and Theses

Growing environmental concerns have facilitated an increased need for renewable energy. Solar energy is an excellent source of renewable energy, however current dye-sensitized solar cells are not efficient enough for commercial use. This thesis attempts to create a novel dye-sensitized cathode to increase the efficiency of dye-sensitized solar cells.

Dye-sensitized cathodes could lower the energy level on the cathode and thereby increase the overall efficiency of the solar cell, however until now it has not been attempted. A tellurorhodamine dye with a mesityl ring was chosen as the dye for its ability to aerobically oxidize in the presence of light. …

Quantitative Characterization And Prediction Of The Binding Determinants And Immune Escape Hotspots For Groups Of Broadly Neutralizing Antibodies Against Omicron Variants: Atomistic Modeling Of The Sars-Cov-2 Spike Complexes With Antibodies, Mohammed Alshahrani, Vedant Parikh, Brandon Foley, Nishank Raisinghani, Gennady M. Verkhivker

Mathematics, Physics, and Computer Science Faculty Articles and Research

A growing body of experimental and computational studies suggests that the cross-neutralization antibody activity against Omicron variants may be driven by the balance and tradeoff between multiple energetic factors and interaction contributions of the evolving escape hotspots involved in antigenic drift and convergent evolution. However, the dynamic and energetic details quantifying the balance and contribution of these factors, particularly the balancing nature of specific interactions formed by antibodies with epitope residues, remain largely uncharacterized. In this study, we performed molecular dynamics simulations, an ensemble-based deep mutational scanning of SARS-CoV-2 spike residues, and binding free energy computations for two distinct groups …

Epr Imaging Workshop: From Theory And Practice To Applications, Arthur H. Heiss, Ralph T. Weber, Sandra S. Eaton, Gareth R. Eaton

TeachEPR Submissions

Methods of imaging and insights from imaging are described. Practical aspects of sample type and dimensions are described.

Workshop presented at the 27th International EPR Symposium, sponsored by Bruker BioSpin EPR Division and the University of Denver, in Denver, Colorado on August 1, 2004.

Workshop On The Epr Of Aqueous Samples, Gareth R. Eaton

TeachEPR Submissions

The problem with water and other materials that absorb microwave energy are described. Dielectric properties are described as a function of frequency.

Workshop presented at the 25th International EPR Symposium on July 28, 2002.

Characterizing The Stability Of Ultra-Thin Metal Oxide Catalyst Films In Non-Thermal Plasma Co2 Reduction Reactions, Samuel Keith Conlin, Joseph Joel Muhanga, David Parette, Robert H. Coridan

Chemistry & Biochemistry Faculty Publications and Presentations

The use of metal oxide catalysts to enhance plasma CO2 reduction has seen significant recent development towards processes to reduce greenhouse gas emissions and produce renewable chemical feedstocks. While plasma reactors are effective at producing the intended chemical transformations, the conditions can result in catalyst degradation. Atomic layer deposition (ALD) can be used to synthesize complex, hierarchically structured metal oxide plasma catalysts that, while active for plasma CO2 reduction, are potentially vulnerable to degradation due to their high surface area and nanoscopic thickness. In this work, we characterized the effects of extended non-thermal, glow discharge plasma exposure on ALD synthesized, …

Electro-Oxidative Deoxyfluorination Of Arenes With Net3·3hf, En Chih Liu, Sabrina M. Reich, Mayank Tanwar, Matthew Neurock, Long Luo, Melanie S. Sanford

Chemistry Faculty Research & Creative Works

This report describes the design, development, and optimization of an electrochemical deoxyfluorination of arenes using a tetrafluoropyridine-derived leaving group. NEt₃·3HF serves as the fluoride source, and the reactions are conducted using either constant potential or constant current electrolysis in an undivided electrochemical cell. Mechanistic studies support a net oxidative pathway, in which initial single-electron oxidation generates a radical cation intermediate that is trapped by fluoride. The resulting radical undergoes a second oxidation reaction, followed by the loss of the leaving group to yield the fluoroarene product.