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Clean and Fast Cross-Coupling of Aryl Halides in One-Pot. Beilstein Journal of Organic Chemistry 10 (2014) 897-901. https://lnkd.in/dTYR4suW

‘Skeletal editing’ is a new strategy in synthetic organic #chemistry that enables the addition, removal or exchange of individual atoms in a molecular structure, resulting in more efficient (and streamlined) chemical transformations that underpin #sustainability. For example, skeletal editing permits the selective modification of polyethylene, currently produced from fossil fuels, by introducing heteroatoms into the polymer backbone that improve biodegradability and thereby prevent accumulation of microplastic waste. Skeletal editing will also prove pivotal in synthesising molecules and materials with unique properties for the health, energy and environmental sectors. #materialsscience   In a recent publication in Angewandte Chemie, Vinh Nguyen and Tuong Anh To from UNSW, supported by the Australian Research Council, reported a novel protocol to convert aromatic carbonyls into valuable, unsaturated carboxylic acids with extended carbon chains. This practical process uses cyclic ketone ketals as starting materials for Brønsted acid catalysed cascade reactions that initially forms a "hemiketal enol" intermediate, followed by a series of [2+2] cycloadditions and cycloreversions under mild conditions. The new approach yielded the targeted unsaturated carboxylic acids in high efficiency. #catalysis The cyclic ketone precursors, which are easily modified into substituted variants, pass these modifications onto the final carboxylic acid products. An important application of this method is the synthesis of fluorine-containing organic compounds, which are significant in the realm of pharmaceutical development. This work was also highlighted by Chemistry Europe in a recent ChemistryViews article (https://lnkd.in/ghn29Snp). Enjoy the full paper here: https://lnkd.in/gdiD6c_e

The Wittig Reaction: A Key Tool in Organic Synthesis The Wittig reaction is a cornerstone in organic chemistry for forming carbon-carbon double bonds (alkenes). Here’s a stepwise breakdown of how it works ✅️ Formation of the Phosphonium Ylide: React triphenylphosphine with an alkyl halide to create a phosphonium salt.Treat with a strong base to generate the ylide. ✅️ Reaction with Aldehyde/Ketone:The ylide attacks the carbonyl carbon of the aldehyde or ketone, forming a betaine intermediate. ✅️ Formation of the Oxaphosphetane Intermediate:The betaine cyclizes to form a four-membered oxaphosphetane ring. ✅️ Decomposition of Oxaphosphetane:The oxaphosphetane breaks apart into the desired alkene and triphenylphosphine oxide. ✅️ Product Isolation: Separate and purify the alkene using standard techniques. ✅️ Removal of Triphenylphosphine Oxide: Remove Ph₃P=O using filtration, extraction, or chromatography. Key Points ▫️Precise control over the placement of the double bond. ▫️Formation of both (E) and (Z) alkenes. ▫️Widely used in synthesizing complex molecules, including natural products and pharmaceuticals. P.S. If you like the content, do follow Rohit Awasthi #OrganicChemistry #WittigReaction #Synthesis #Chemistry #Research #ylidechemistry #Researchanddevelopment

Source: Journal of chromatography. A A new magnetic solid-phase extraction (MSPE) method using fluorine-functionalized magnetic amino-microporous organic network (Fe3O4@MONNH2@F7) adsorbent was developed for the enrichment of perfluoroalkyl substances (PFAS) from aqueous samples. The synthesized adsorbent material exhibited high specific surface area, hydrophobicity, and abundant fluorine groups, allowing for efficient and selective adsorption of PFAS. The MSPE method coupled with ultra-high performance liquid chromatography-tandem mass spectrometry (UPLC-MS/MS) enabled rapid and accurate detection of ultra-trace PFAS in various samples. The method demonstrated a linear range, low limits of detection, and excellent performance in complex real samples. The adsorption mechanism was investigated and it was found that the introduction of fluorine groups enhanced the hydrophobic interaction and fluorine-fluorine attraction between the adsorbent and PFAS. This study provides a proof-of-concept strategy for designing efficient and selective adsorbent materials for the detection and analysis of PFAS in complex samples.

4-(Methylthio)Phenylboronic Acid Color: Yellow Density: 1.37 g/cm³ Melting Point: 107-111 °C (lit.) Boiling Point: 260.9±23.0 °C (Predicted) Flash Point: 156°C Description: 4-(Methylthio)Phenylboronic Acid is a versatile chemical reagent widely used in organic synthesis. It features a unique structure combining a boronic acid group with a 4-(methylthio)phenyl moiety, making it essential for facilitating specific chemical transformations. This compound is highly valued in the field of organic chemistry for its role in various reactions, contributing to the synthesis of complex organic molecules. Applications: Used as a reagent in organic synthesis. Facilitates specific chemical transformations due to its unique functional groups. #OrganicSynthesis #ChemicalReagent #PhenylboronicAcid #SynthesisReagent #researchchemicalsforsaleresearchchemicalsforsale 

Another groundbreaking #discovery in alkane #activation using Brønsted acids, significantly boosting the efficiency and selectivity of chemical reactions. This #innovation allows for precise atomic arrangement in products, playing a vital role in synthesizing specific molecular structures for pharmaceuticals and advanced materials. #Science #CHActivation

It’s our newest publication! Just accepted into Industrial & Engineering Chemistry Research, in collaboration with Sophie Brauer and the Paul Dauenhauer group at the University of Minnesota, we describe the kinetics of the hydrolysis of alkyl lactate into lactic acid and alcohol. Motivating this work was the discovery that the aqueous methyl lactate feedstocks we had utilized for the initial discovery underpinning Låkril Technologies react with water at room temperature on a relatively quick timescale. Hence, the composition of a feed tank on day 1 is not the same on day 30. Feedstocks for bio-based acrylic acid production can include the alkyl lactates (methyl lactate, ethyl lactate, e.g.). Both methyl and ethyl lactate undergo spontaneous hydrolysis in water. Most work previously utilized acid catalysts and higher temperatures to achieve faster, fuller conversion in this equilibrium limited reaction. In this uncatalyzed/autocatalyzed system, we see S-shaped curves for lactate concentration because as the reaction progresses, generated lactic acid further catalyzes ester hydrolysis, while the rate of the reverse esterification reaction also increases with the accumulation of acid product. We show that the relative mole fractions of water and lactate determine the rate of hydrolysis, and that the autocatalyzed hydrolysis reaction is slower at both highly dilute and highly concentrated conditions. We note that both methyl lactate and ethyl lactate show the same kinetic behavior although slower reactions were observed for ethyl lactate samples versus the same concentration methyl lactate sample. Read more here: https://lnkd.in/ges8zHNF

The haloform reaction – converting a methyl ketone to an acid or an ester – is one of the first organic reactions chemists ever learn. However, its popularity in textbooks isn’t quite representative of its use in real-world chemistry where the need for solvent amounts of the alcohol reagent limits the reaction to forming methyl and ethyl esters. But now, 200 years after the reaction’s discovery, Alastair Lennox and his team have found a way to expand this reaction across a huge range of primary and secondary alcohols, using kinetic insights to manipulate the mechanism in their favour. In my latest story with Chemistry World, Lennox explains how the team used A-level chemistry to solve this 200-year-old problem and Liam Ball shares how this could impact synthesis. #HaloformReaction #MechanisticStudies #ALevelChemistry #LeChateliersPrinciple https://lnkd.in/ebv6cUq5

"Mild and Effective Method for the Nickel-Catalyzed Arylation of Glycosyl Thiols in Aqueous Surfactant Solution" 📚 Summary 👨🏫 This recent study, published in The Journal of Organic Chemistry,American Chemical Society - Division of Organic Chemistry, introduces an efficient and eco-friendly method for synthesizing aryl thioglycosides, which are pivotal molecules in carbohydrate chemistry. Using nickel catalysis in an aqueous surfactant medium, this approach allowed the formation of over 30 thioglycosides, including challenging 1,2-cis thioglycosides. Why It’s Interesting 💡 - Mild, Eco-Friendly Process : Nickel catalysis in an aqueous environment eliminates harmful organic solvents, making the reaction greener and more sustainable. - Broad Functional Tolerance : This protocol is compatible with a wide range of substrates, enabling thioglycoside production with specific anomeric configurations, ideal for applications in glycomimetic and carbohydrate chemistry. - Industrial Scalability : With potential for scale-up, this method could improve the production of critical compounds for pharmaceuticals, like thioglycosides. PS : The article is open access. Don't hesitate to check it out on the Journal of Organic Chemistry website ! 👏 #Chemistry #OrganicChemistry #CarbohydrateChemistry #GreenChemistry #Glycosylation #Thioglycosides #NickelCatalysis #AqueousSynthesis #DrugDevelopment

💡 Organic chemistry literature spotlight 💡  A warm highlight for a significant advance in C(sp2)–C(sp3) metallaphotoredox decarboxylative cross-coupling with Fe and Ni as inexpensive catalysts. Key features: ✅ Use of low catalyst loading (3 mol %) of inexpensive Fe and Ni catalysts on the benchtop. ✅ High functional groups tolerance, including aldehydes, esters, and heterocycles electron-deficient aryl bromides as viable substrates. 👏 Congratulations to the authors: Decarboxylative Cross-Coupling Enabled by Fe and Ni Metallaphotoredox Catalysis Reem Nsouli, Sneha Nayak, Venkadesh Balakrishnan, Jung-Ying Lin, Benjamin K. Chi, Hannah G. Ford, Andrew V. Tran, Ilia Guzei, John Bacsa, Nicholas R. Armada, Fedor Zenov, Daniel Weix, and Laura K. G. Ackerman-Biegasiewicz Journal of the American Chemical Society 2024 146 (43), 29551-29559 DOI: 10.1021/jacs.4c09621 https://lnkd.in/eC5rfmjt #PhotoChemistry #Chemistry #DrugDiscovery #Science