A5090947275- Catalytic Cross-Coupling Reactions
- Crystallization and Solubility Studies
- Catalytic C–H Functionalization Methods
- X-ray Diffraction in Crystallography
- Asymmetric Hydrogenation and Catalysis
- Radical Photochemical Reactions
- Asymmetric Synthesis and Catalysis
- Chemical Synthesis and Analysis
- Fluorine in Organic Chemistry
- Coordination Chemistry and Organometallics
- Organometallic Complex Synthesis and Catalysis
- Organoboron and organosilicon chemistry
- Catalysis and Hydrodesulfurization Studies
- Oxidative Organic Chemistry Reactions
- Synthetic Organic Chemistry Methods
- Click Chemistry and Applications
- Chemical Reactions and Isotopes
- Surface Chemistry and Catalysis
- Sulfur-Based Synthesis Techniques
- Catalytic Processes in Materials Science
Ruhr University Bochum
2018-2023
Evonik (Germany)
2021
Health First
2021
Abstract Carboxylic acids are among the most used feedstock chemicals due to their great structural diversity and easy handling. The use of carboxylic derivatives in decarboxylative couplings has proven be a valuable tool for construction C−C C‐heteroatom bonds. This synthetic strategy provides complementary bond disconnection traditional cross‐coupling methods. In this review, we provide comprehensive overview decarboxylation‐initiated intermolecular formation, outlining several main...
A facile insertion of ruthenium into aromatic C–H and allylic C–N bonds are the key steps in a [Ru(p-cymene)Cl2]2-catalyzed ortho-C–H allylation benzoic acids. This protocol allows drawing on large pool amines for state-of-the-art ortho-functionalizations arenes, turning neutral leaving groups. Concise syntheses biologically active compounds provide further evidence synthetic potential this methodology.
Redox-active N-(fluoromethoxy)benzotriazoles were made accessible from fluoroacetic acid and hydroxybenzotriazoles via electrodecarboxylative coupling. After alkylation, they become effective monofluoromethoxylation reagents, enabling the photocatalytic C-H functionalization of arenes. Thus, irradiation 1-(OCH
Abstract Halogen‐bridged methylnaphthyl (MeNAP) palladium dimers are presented as multipurpose Pd‐precursors, ideally suited for catalytic method development and preparative organic synthesis. By simply mixing with phosphine or carbene ligands, they in situ converted into well‐defined monoligated complexes. Their performance was benchmarked against state‐of‐the‐art systems challenging Buchwald–Hartwig, Heck, Suzuki Negishi couplings, ketone arylations. use enabled record‐setting activities,...
The unique reactivity profile of the dinuclear PdI complex [PdI(μ-Br)tBu3P]2 as an isomerization cocatalyst has enabled orthogonal tandem processes ranging from styrene syntheses to biodiesel refining. We have now elucidated mechanistic basis its distinct catalytic by density functional theory calculations and experimental studies. Activation catalyst proceeds intramolecularly, giving rise a composed reactive palladium hydride inert palladacycle. This mediates double bond migrations with...
Trihalide salts were found to efficiently promote photochemical dediazotizing halogenations of diazonium salts. In contrast classical Sandmeyer reactions, no metal catalysts are required achieve high yields and outstanding selectivities for halogenation over competing hydridodediazotization. Convenient protocols disclosed synthetically meaningful brominations, iodinations, chlorinations diversely functionalized derivatives.
Arylglycines are important pharmacophores present in several top-selling drugs. This compound class has now been made accessible from abundant aryl chlorides by a Pd-catalyzed Schöllkopf-type amino acid synthesis. In the presence of catalyst methylnaphthyl(XPhos)-palladium bromide, base lithium 2,2,6,6-tetramethylpyrrolidide and additive ZnCl2 , tert-leucine-derived bis-lactim ethers were efficiently arylated at room temperature, reaching yields 95 % diastereoselectivities 98 : 2. Hydrolysis...
Abstract Redoxaktive N ‐(Fluormethoxy)benzotriazole wurden aus Fluoressigsäure und Hydroxybenzotriazolen durch elektrocarboxylative Kopplung zugänglich gemacht. Nach Alkylierung werden diese zu wirksamen Monofluormethoxylierungsreagenzien, welche die photokatalytische C‐H‐Funktionalisierung von Aromaten ermöglichen. Dadurch kann Bestrahlung 1‐(OCH 2 F)‐3‐Me‐6‐(CF 3 )benzotriazoliumtriflat mit blauem LED‐Licht in Gegenwart [Ru(bpy) (PF 6 ) ] Synthese vielfältig funktionalisierten...
In a combined experimental and computational study, the isomerization activity of dinuclear palladium(I) complex [PdI (μ-Br)(Pt Bu3 )]2 towards allyl arenes, esters, amides, ethers, alcohols has been investigated. The calculated energy profiles for catalyst activation two alternative mononuclear catalytic cycles, deactivation are in good agreement with results. Comparison experimentally observed E/Z ratios at incomplete conversion kinetic selectivities revealed that substantial amount...
Abstract Halogenverbrückte Methylnaphthyl (MeNAP)‐Palladiumdimere werden als vielseitige‐Pd‐Quellen vorgestellt, die sich ideal für Entwicklung katalytischer Methoden und präparativer organischer Synthesen eignen. Durch einfaches Mischen mit Phosphin‐ oder Carben‐Liganden sie in situ definierte, monoligierte Komplexe umgewandelt. Ihre katalytische Aktivität wurde anspruchsvollen Buchwald‐Hartwig‐, Heck‐, Suzuki‐ Negishi‐Kupplungen sowie bei Keton‐Arylierungen den modernsten...
Abstract Arylglycine sind wichtige Pharmakophore, die in mehreren umsatzstarken Medikamenten enthalten sind. Diese Verbindungsklasse wurde nun durch eine Pd‐katalysierte Schöllkopf‐ähnliche Aminosäuresynthese aus reichlich vorhandenen Arylchloriden zugänglich gemacht. In Gegenwart des Katalysators Methylnaphthyl(XPhos)‐Palladiumbromid, der Base Lithium‐2,2,6,6‐Tetramethylpyrrolididid und Additivs ZnCl 2 wurden von tert ‐Leucin abgeleitete Bislactimether bei Raumtemperatur effizient aryliert,...
Amino Acid Synthesis. In their Communication (e202309868), Lukas J. Gooßen et al. report the enantioselective synthesis of arylglycines via Pd-catalyzed coupling bis-lactim ethers with aryl chlorides.
Abstract Anfang Dezember lud Lukas Gooßen, Inhaber des Lehrstuhls für organische Chemie der Universität Bochum, zum regionalen Stipendiatentreffen in Bochum ein. Die Liebig‐ und Kekulé‐Stipendiaten nutzten diese Gelegenheit, ihre Arbeitsgebiete von Biochemie über (an‐)organische bis hin zur technischen theoretischen vorzustellen Kontakte zu knüpfen.