jablonkagroup/rise_ai_scientists huggingface dataset:
Authors: Hayate Suzuki | Yoshimori Akiyama | Masahiro Yamashina | Yuya Tanaka | Shinji Toyota
Source: Chemistry - A European Journal (article, 2023-09-28)
Field: Chemistry — Organic Chemistry

Transformation of Highly Hydrophobic Triarylphosphines into Amphiphiles via Staudinger Reaction with Hydrophilic Trichlorophenyl Azide Owing to its hydrophobic properties and reactivity, triarylphosphines (PAr<sub>3</sub> ) are promising precursors for the development of new amphiphiles. However, an efficient and reliable synthetic method for amphiphiles based on highly hydrophobic PAr<sub>3</sub> is still required. Herein, a straightforward transformation of highly hydrophobic PAr<sub>3</sub> into amphiphiles via the Staudinger reaction is reported. By simply mixing PAr<sub>3</sub> and a hydrophilic trichlorophenyl azide containing two hydrophilic chains, amphiphiles bearing a N=P bond (i. e., an azaylide moiety) were quantitatively formed. The obtained azaylide-based amphiphiles were remarkably water-soluble, enabling their spontaneous self-assembly into 2 nm-sized micelles composed of 4-5 molecules in water with a low critical micelle concentration (up to 0.05 mM or less) due to the effective intermolecular interactions among the hydrophobic surfaces. Although the azaylide moiety is easily hydrolyzed in the presence of water, the azaylide in the amphiphiles displayed notable stability in water even at 60 h, which stems from the LUMO modulation induced by the presence of three electron-withdrawing chloro groups and two twisted alkoxycarbonyl groups, according to DFT calculations. An amphiphile having a large hydrophobic surface solubilized various hydrophobic organic dyes through efficient intermolecular interactions, resulting in the dyes exhibiting either monomer or excimer emissions in water. Amphiphile ; Chemistry ; Micelle ; Moiety ; Intermolecular force ; Azide ; Monomer ; Hydrophobic effect ; Photochemistry ; Hydrophobe ; Organic chemistry ; Molecule ; Combinatorial chemistry ; Polymer chemistry ; Copolymer ; Aqueous solution ; Polymer Click Chemistry and Applications ; Chemical Synthesis and Analysis ; Synthetic Organic Chemistry Methods
Authors: Daohe Yuan | Connor M. Ellis | Ferenc E. Mózes | Jason J. Davis
Source: Chemical Communications (article, 2023-01-01)
Field: Materials Science — Materials Chemistry

Ultrahigh magnetic resonance contrast switching with water gated polymer–silica nanoparticles Very high <i>T</i><sub>1</sub> magnetic resonance imaging (MRI) switches can be obtained with pH-responsive polymer-coated paramagnetic mesoporous silica nanoparticles (MSNs), as the local environment traverses the p<i>K</i><sub>a</sub> of the polymer coat (Δ<i>r</i><sub>1</sub> ∼ 50 mM<sup>-1</sup> s<sup>-1</sup> at 1.5 T and Δ<i>r</i><sub>1</sub> ∼ 22 mM<sup>-1</sup> s<sup>-1</sup> at 3 T). We assign these characteristics to a strong peripheral hydration capping at the mesopores, impacting channel-confined water mobility such that outer sphere contributions to contrast are greatly enhanced. Mesoporous silica ; Polymer ; Nanoparticle ; Magnetic resonance imaging ; MRI contrast agent ; Materials science ; Mesoporous material ; Nuclear magnetic resonance ; Contrast (vision) ; Chemical engineering ; Chemistry ; Nanotechnology ; Optics ; Organic chemistry ; Composite material Lanthanide and Transition Metal Complexes ; Advanced MRI Techniques and Applications ; Molecular spectroscopy and chirality
Authors: Jülide Erkmen | Benek Hamamcı | A. Kevser Aydın
Source: GAZI UNIVERSITY JOURNAL OF SCIENCE (article, 2023-08-09)
Field: Materials Science — Materials Chemistry

Examining the Corrosion Behavior of 6061-T6 Al Alloy Inside Seawater with Decorative Gold- and Silver-Color Coating This study examined the corrosion resistance of the metallic paint coated, uncoated and damaged paint coated form of the high-strength 6061-T6 Al alloy inside seawater. Solvent-based paint containing two different metallic pigments produced with an alkyd binder was produced and the coating of Al 6061-T6 alloy was made with this paint. To determine the course of corrosion electrochemical impedance spectroscopy method was used. Ecor and Rp values were calculated from potential and current change values. As a result, it was determined from the Ecor, Rp, SEM -EDX images, and Nyquist curves that the corrosion resistance of impact coatings was lower. The corrosion resistance of gold color (Ecor -0.66320 V, Rp 60030.22 ohm)paint substantially containing copper pigment was lower than the corrosion resistance of silver color paint substantially containing Al pigment (Ecor -0.72912 V, Rp 22264.05 ohm) was observed. Seawater ; Coating ; Materials science ; Metallurgy ; Corrosion ; Alloy ; Composite material ; Geology Corrosion Behavior and Inhibition ; Advanced Battery Technologies Research ; Recycling and Waste Management Techniques
Authors: Frederick Degroote | Bram Denoo | Bram Ryckaert | Brenda Callebaut | Kristof Van Hecke | Jan Hullaert | Johan M. Winne
Source: Organic & Biomolecular Chemistry (article, 2023-01-01)
Field: Chemistry — Organic Chemistry

Dithioallyl cation (3 + 2) cycloadditions under aprotic reaction conditions: rapid access to spiro-fused cyclopentane scaffolds We report a general method to effect all-carbon (3 + 2) cycloadditions that can elaborate cyclopentenes from a range of olefins. The required dithioallyl cation reagents can be generated in a newly developed mild protocol starting from 2-allyloxypyridine precursors, thus avoiding the use of strong Brønsted acids. The novel method significantly expands the substrate scope, which now also includes acid-sensitive olefins, and thus enables the preparation of previously inaccessible spiro-fused scaffold types from simple and readily available starting materials. Cyclopentane ; Chemistry ; Reagent ; Combinatorial chemistry ; Substrate (aquarium) ; Scope (computer science) ; Range (aeronautics) ; Organic chemistry Synthesis and Catalytic Reactions ; Organic Chemistry Cycloaddition Reactions ; Chemical Synthesis and Analysis
Authors: Robin Weßling | Hendrik Koger | Fabian Otteny | Maximilian Schmidt | Arthur Semmelmaier | Birgit Esser
Source: ChemRxiv (preprint, 2023-12-21)
Field: Materials Science — Polymers and Plastics

Unlocking twofold oxidation in phenothiazine polymers for application in symmetric all-organic anionic batteries Organic redox-active polymers stand out as electrode materials for alternative energy storage devices due to their potentially higher sustainability and the variability of their structures and charge storage mechanisms. Structural design of redox-active moieties can tune the electrochemical properties of a resulting material significantly. We showcase this strategy by synthesizing a phenothiazine (PT)-based polymer, in which the commonly inaccessible second oxidation (towards the dication) is unlocked for use in conventional carbonate electrolytes by donor-substitution of the PT-core. The resulting crosslinked polymer poly(N-styryl-3,7-dimethoxy phenothiazine) (X-PSDMPT) showed excellent performance over both oxidation processes in Li half-cells, which enabled the fabrication of a first-of-its-kind symmetric all-organic anion-rocking chair battery using the first oxidation as the reaction at the negative electrode and the second oxidation at the positive electrode. The resulting full-cell delivered a specific capacity of Cspec = 60.3 mAh/g at charging rates of 1 C and a capacity retention of 40% at ultra-high rates (100 C) as well as excellent cycling stability. Phenothiazine ; Organic radical battery ; Polymer ; Redox ; Electrochemistry ; Battery (electricity) ; Electrolyte ; Dication ; Electrode ; Monomer ; Chemical engineering ; Materials science ; Energy storage ; Chemistry ; Fabrication ; Combinatorial chemistry ; Inorganic chemistry ; Ion ; Organic chemistry ; Physical chemistry Conducting polymers and applications ; Sulfur-Based Synthesis Techniques ; Covalent Organic Framework Applications
Authors: Mathilde Reinle-Schmitt | Dubravka Šišak Jung | Mickaël Morin | Fanny Nascimento Costa | Nicola Casati | F. Gozzo
Source: International Journal of Pharmaceutics X (article, 2023-11-29)
Field: Materials Science — Materials Chemistry

Exploring high-throughput synchrotron X-Ray powder diffraction for the structural analysis of pharmaceuticals Synchrotron radiation offers a host of advanced properties, surpassing conventional laboratory sources with its high brightness, tunable phonon energy, photon beam coherence for advanced X-ray imaging, and a structured time profile, ideal for capturing dynamic atomic and molecular processes. However, these benefits come at the cost of operational complexity and expenses. Three decades ago, synchrotron radiation facilities, while technically open to all scientists, primarily served a limited community. Despite substantial accessibility improvements over the past two decades, synchrotron measurements still do not qualify as routine analyses. The intrinsic complexity of synchrotron science means experiments are pursued only when no alternatives suffice. In recent years, strides have been made in technology transfer offices, intermediate synchrotron-based analytical service companies, and the development of high-throughput synchrotron systems at various facilities, reshaping the perception of synchrotron science. This article investigates the practical application of synchrotron X-Ray Powder Diffraction (s-XRPD) techniques in pharmaceutical analysis. By utilizing concrete examples, we demonstrate how high-throughput systems have the potential to revolutionize s-XRPD applications in the pharmaceutical industry, rapidly generating XRPD patterns of comparable or superior quality to those obtained in state-of-the-art laboratory XRPD, all in less than 5 s. Additional cases featuring well-established pharmaceutical active ingredients (API) and excipients substantiate the concept of high throughput in pharmaceuticals, affirming data quality through structural refinements aligned with literature-derived unit cell parameters. Synchrotron data need not always be state-of-the-art to compete with lab-XRPD data. The key lies in ensuring user-friendliness, reproducibility, accessibility, cost-effectiveness, and the streamlined efforts associated with synchrotron instrumentation to remain highly competitive with their laboratory counterparts. Synchrotron ; Synchrotron radiation ; Powder diffraction ; Computer science ; Throughput ; Nanotechnology ; Materials science ; Process engineering ; Engineering physics ; Optics ; Physics ; Crystallography ; Chemistry ; Engineering X-ray Diffraction in Crystallography ; Crystallography and molecular interactions ; Machine Learning in Materials Science
Authors: Victor Facchinetti | Cláudia R. B. Gomes | Karoline Chagas Lisboa Aboud | Rodolfo G. Fiorot | Guilherme G. C. de Carvalho | Carlos Roberto Koscky Paier | Caudia do Ó Pessoa | Anne Caroline Gomes | M.V.N. De Souza | T.R.A. Vasconcelos
Source: Journal of the Brazilian Chemical Society (article, 2023-08-17)
Field: Chemistry — Organic Chemistry

Design, Synthesis, and Molecular Docking Studies of New Quinoline-Thiazole Hybrids, Potential Leads in the Development of Novel Antileukemic Agents This work describes the multigram-scale synthesis of the building-block N1 -(7-chloroquinolin4-yl)ethane-1,2-diamine via sonochemistry and its use in the synthesis of seven new quinoline-thiazole hybrids endowed with interesting anticancer activity. Target compounds were planned based on the drugs chloroquine and primaquine and the desired thiazoles were obtained through the Hantzsch thiazole synthesis, without the use of catalysts, by reacting key intermediate 1-(2-((7-chloroquinolin-4-yl)amino)ethyl)thiourea, obtained in two-steps from N1-(7-chloroquinolin-4-yl)ethane-1,2-diamine, with different 2-bromoacetophenones. The novel molecules were assessed against four different leukemia cell lines (HL60, K562, KASUMI-1, and KG-1) plus normal fibroblasts (L929), using the 3-(4,5-dimethyl-2-thiazol)-2,5-diphenyl2H-tetrazolium bromide (MTT) assay, and showed, overall, a high cytotoxic profile, but with interesting selectivity index, especially against K562 cells (1.89 to 5.50), when compared to standard doxorubicin (3.51). Docking studies suggest that all tested derivatives are able to interact with BCR-ABL1 tyrosine kinase enzyme, and, therefore, these molecules may be promising leads against chronic myeloid leukemia. Thiazole ; Chemistry ; Quinoline ; Combinatorial chemistry ; Thiourea ; Myeloid leukemia ; Docking (animal) ; Pyrazole ; K562 cells ; Stereochemistry ; Diamine ; Biochemistry ; Organic chemistry ; Cancer research ; Cell ; Biology Synthesis and Characterization of Heterocyclic Compounds ; Synthesis and biological activity ; Quinazolinone synthesis and applications
Authors: Shannan P. McClain | Xiang Ma | Desiree A. Johnson | Caroline A. Johnson | Aryanna E. Layden | Jean C. Yung | Susan T. Lubejko | Giulia Livrizzi | Xinyi Jenny He | Jingjing Zhou | Emilya Ventriglia | Arianna Rizzo | Marjorie R. Levinstein | Juan L. Gomez | Jordi Bonaventura | Michael Michaelides | Matthew R. Banghart
Source: bioRxiv (Cold Spring Harbor Laboratory) (preprint, 2023-02-04)
Field: Materials Science — Materials Chemistry

<i>In vivo</i> photopharmacology with light-activated opioid drugs A photoactivatable opioid agonist (PhOX) and antagonist (PhNX) for <i>in vivo</i> photopharmacology. Systemic pro-drug delivery followed by local photoactivation in the brain. <i>In vivo</i> photopharmacology produces behavioral changes within seconds of photostimulation. <i>In vivo</i> photopharmacology enables all-optical pharmacology and physiology. In vivo ; Opioid ; Pharmacology ; (+)-Naloxone ; Neurochemical ; Neuroscience ; Opioid receptor ; Agonist ; Chemistry ; Microdialysis ; Opioid antagonist ; Antagonist ; Dopamine ; Receptor ; Medicine ; Biology ; Biochemistry Photochromic and Fluorescence Chemistry ; Photoreceptor and optogenetics research ; Memory and Neural Mechanisms
Authors: Fernando Bombarda Oda | Flávio Alexandre Carvalho | Priscila Akemi Yamamoto | Jonata Augusto de Oliveira | Rosângela Gonçalves Peccinini | Guilherme Julião Zocolo | Paulo Riceli Vasconcelos Ribeiro | Natália Valadares de Moraes | André Gonzaga dos Santos
Source: Planta Medica (article, 2023-04-21)
Field: Chemistry — Organic Chemistry

Metabolism Characterization and Chemical and Plasma Stability of Casearin B and Caseargrewiin F Oral preparations of <i>Casearia sylvestris</i> (guacatonga) are used as antacid, analgesic, anti-inflammatory, and antiulcerogenic medicines. The clerodane diterpenes casearin B and caseargrewiin F are major active compounds <i>in vitro</i> and <i>in vivo</i>. The oral bioavailability and metabolism of casearin B and caseargrewiin F were not previously investigated. We aimed to assess the stability of casearin B and caseargrewiin F in physiological conditions and their metabolism in human liver microsomes. The compounds were identified by UHPLC-QTOF-MS/MS and quantified by validated LC-MS methods. The stability of casearin B and caseargrewiin F in physiological conditions was assessed <i>in vitro</i>. Both diterpenes showed a fast degradation (p < 0.05) in simulated gastric fluid. Their metabolism was not mediated by cytochrome P-450 enzymes, but the depletion was inhibited by the esterase inhibitor NaF. Both diterpenes and their dialdehydes showed a octanol/water partition coefficient in the range of 3.6 to 4.0, suggesting high permeability. Metabolism kinetic data were fitted to the Michaelis-Menten profile with K<sub>M</sub> values of 61.4 and 66.4 µM and V<sub>max</sub> values of 327 and 648 nmol/min/mg of protein for casearin B and caseargrewiin F, respectively. Metabolism parameters in human liver microsomes were extrapolated to predict human hepatic clearance, and suggest that caseargrewiin F and casearin B have a high hepatic extraction ratio. In conclusion, our data suggest that caseargrewiin F and casearin B present low oral bioavailability due to extensive gastric degradation and high hepatic extraction. Metabolism ; Characterization (materials science) ; Chemistry ; Biochemistry ; Materials science ; Nanotechnology Plant-Derived Bioactive Compounds
Authors: Deepti Gairola | Mohammad Saim Raza | Km Roshani | Rama Krishna Peddinti
Source: ChemistrySelect (article, 2023-07-13)
Field: Chemistry — Organic Chemistry

PhI(OAc) <sub>2</sub> ‐Mediated One‐Pot Oxidative [3+2] Cycloaddition/ Heterocyclization Reactions of Aldoximes with <i>N</i> ‐Arylmaleimides: A Facile Access to <i>N</i> ‐Substituted Pyrrolo‐Isoxazoles Abstract A convenient and efficient metal‐free oxidative [3+2] cycloaddition reaction of N ‐arylmaleimides with nitrile oxides generated in situ from the corresponding aldoximes using diacetoxyiodobenzene (DIB) as hypervalent iodine reagent under mild conditions has been established. The one‐pot oxidative cycloaddition afforded corresponding bioinspired bicyclic isoxazole/pyrrolo‐isoxazole derivatives in up to 91 % yield at room temperature. To demonstrate the efficacy of this methodology, the reaction was scaled up to the gram‐scale showing synthetic potential in industrial application. The one‐pot fashion makes the strategy highly time‐economic, atom‐economic and minimizes chemical waste by circumventing several purification steps. Cycloaddition ; Isoxazole ; Chemistry ; Hypervalent molecule ; Reagent ; Yield (engineering) ; Bicyclic molecule ; Combinatorial chemistry ; Oxidative phosphorylation ; Nitrile ; Medicinal chemistry ; Organic chemistry ; Catalysis ; Materials science Oxidative Organic Chemistry Reactions ; Synthesis and Catalytic Reactions ; Catalytic C–H Functionalization Methods
Authors: Yusuke Matsuo | Masayuki Gon | Kazuo Tanaka | Shu Seki | Takayuki Tanaka
Source: ChemRxiv (preprint, 2023-11-22)
Field: Chemistry — Organic Chemistry

Synthesizing Aza[n]helicenes to the Limit: Hydrogen-bond-assisted Solubility and Benzannulation Strategy Synthetic challenges toward anomalous structures and electronic states often involve handling problems such as insolubility in common organic solvents and oxida-tive degradation under aerobic conditions. We de-signed benzo-annulated aza[n]helicenes, which bene-fit from both the suppressed elevation of HOMO ener-gies and high solubility due to hydrogen-bonding with solvent molecules to overcome these challenges. This strategy enabled the synthesis of six new aza[n]helicenes ([n]AHs) of different lengths (n = 9–19) from acyclic precursors via one-shot oxidative fu-sion reactions. The structures of all the synthesized aza[n]helicenes were determined by X-ray diffraction (XRD) analysis, and their electrochemical potentials were measured by cyclic voltammetry. Among the syn-thesized aza[n]helicenes, [17]AH and [19]AH are the first heterohelicenes with a triple-layered helix. The noncovalent interaction (NCI) plots confirm the exist-ence of an effective π-π interaction between the layers. The absorption and fluorescence spectra red-shifted as the helical lengths increased, without any distinct satu-ration points. The optical resolutions of N-butylated [9]AH, and [11]AH were accomplished and their circu-lar dichroism (CD) and circularly polarized lumines-cence (CPL) were measured. Thus, the structural, (chir)optical, and electrochemical properties of the aza[n]helicenes were comprehensively analyzed. Circular dichroism ; Solubility ; Hydrogen bond ; Chemistry ; Electrochemistry ; Solvent ; Cyclic voltammetry ; Crystallography ; Molecule ; Absorption (acoustics) ; Stereochemistry ; Photochemistry ; Materials science ; Organic chemistry ; Physical chemistry ; Electrode Synthesis and Properties of Aromatic Compounds ; Photochromic and Fluorescence Chemistry ; DNA and Nucleic Acid Chemistry
Authors: Grace L. Trammel | Abby C Kerlin | M. Kevin Brown | Christian Zachau
Source: Synlett (article, 2023-04-05)
Field: Chemistry — Organic Chemistry

Synthesis of (±)-Phyltetralin by Cu/Pd-Catalyzed Arylboration A synthesis of (±)-phyltetralin is reported. Notable features of the synthesis include a diastereoselective Cu/Pd-catalyzed arylboration reaction and a Matteson homologation. Chemistry ; Catalysis ; Combinatorial chemistry ; Organic chemistry Organoboron and organosilicon chemistry ; Advanced Synthetic Organic Chemistry ; Asymmetric Synthesis and Catalysis
Authors: Chengchun Liu | Yuntian Chen | Fanyang Mo
Source: arXiv (Cornell University) (preprint, 2023-11-26)
Field: Materials Science — Materials Chemistry

Transforming organic chemistry research paradigms: moving from manual efforts to the intersection of automation and artificial intelligence Organic chemistry is undergoing a major paradigm shift, moving from a labor-intensive approach to a new era dominated by automation and artificial intelligence (AI). This transformative shift is being driven by technological advances, the ever-increasing demand for greater research efficiency and accuracy, and the burgeoning growth of interdisciplinary research. AI models, supported by computational power and algorithms, are drastically reshaping synthetic planning and introducing groundbreaking ways to tackle complex molecular synthesis. In addition, autonomous robotic systems are rapidly accelerating the pace of discovery by performing tedious tasks with unprecedented speed and precision. This article examines the multiple opportunities and challenges presented by this paradigm shift and explores its far-reaching implications. It provides valuable insights into the future trajectory of organic chemistry research, which is increasingly defined by the synergistic interaction of automation and AI. Transformative learning ; Automation ; Pace ; Paradigm shift ; Intersection (aeronautics) ; Artificial intelligence ; Computer science ; Data science ; Management science ; Engineering ; Sociology ; Epistemology Machine Learning in Materials Science ; Chemistry and Chemical Engineering ; Computational Drug Discovery Methods
Authors: Kristin A. Persson
Source: ECS Meeting Abstracts (article, 2023-12-22)
Field: Materials Science — Materials Chemistry

(Invited) Data-Driven Design for Energy Materials Fueled by our abilities to compute materials properties and characteristics orders of magnitude faster than they can be measured and recent advancements in harnessing literature data, we are entering the era of the fourth paradigm of science: data-driven materials design. The Materials Project uses supercomputing together with state-of-the-art quantum mechanical theory to compute the properties of inorganic materials, design novel materials and offer the data for free to the community together with online analysis and design algorithms. Specifically relevant to the Energy Materials Network effort, the Project produces and disseminates materials properties relevant for a broad range of energy materials, interfacial reaction predictions, and Pourbaix diagrams to assess corrosion. We will in this talk survey the existing capabilities, current and ongoing developments and highlight design of novel materials for photocatalysis; from ab initio prediction to synthesis and characterization. Specifically, we identify bottlenecks in the design process and our efforts to accelerate it. Finally, we recognize that the highest impact from the Materials Project comes from its rapidly growing user community, currently counting over 400,000 registered users, and their use of our resources. Energy (signal processing) ; Data science ; Systems engineering ; Computer science ; Engineering ; Physics Machine Learning in Materials Science ; Electron and X-Ray Spectroscopy Techniques