A5074850244- Catalytic C–H Functionalization Methods
- Radical Photochemical Reactions
- Catalytic Cross-Coupling Reactions
- Sulfur-Based Synthesis Techniques
- Catalytic Alkyne Reactions
- Synthesis and Catalytic Reactions
- Lignin and Wood Chemistry
- biodegradable polymer synthesis and properties
- Synthetic Organic Chemistry Methods
- Biochemical and biochemical processes
- Oxidative Organic Chemistry Reactions
- Microbial Metabolic Engineering and Bioproduction
- Synthesis and properties of polymers
- Alkaloids: synthesis and pharmacology
- Plant Gene Expression Analysis
- X-ray Diffraction in Crystallography
- Chemical Synthesis and Reactions
- Asymmetric Synthesis and Catalysis
- Chemical synthesis and alkaloids
- Chemistry and Chemical Engineering
- Polymer composites and self-healing
- Crystallization and Solubility Studies
- Microplastics and Plastic Pollution
- Enzyme Catalysis and Immobilization
- Polymer Science and PVC
National Renewable Energy Laboratory
2022-2025
Renewable Energy Systems (United States)
2025
Universität Hamburg
2020-2021
University of California, Irvine
2014-2018
AstraZeneca (United States)
2018
Western Washington University
2017
Irvine University
2014-2016
Mixed plastics waste represents an abundant and largely untapped feedstock for the production of valuable products. The chemical diversity complexity these materials, however, present major barriers to realizing this opportunity. In work, we show that metal-catalyzed autoxidation depolymerizes comingled polymers into a mixture oxygenated small molecules are advantaged substrates biological conversion. We engineer robust soil bacterium, Pseudomonas putida, funnel compounds single exemplary...
Enantioenriched methylenecyclopentanes are synthesized by stereospecific, nickel-catalyzed Heck cyclizations of secondary benzylic ethers. The reaction proceeds in high yield and enantiospecificity for ethers both π-extended simple arenes. Ethers with pendant 1,2-disubstituted olefins form trisubstituted control absolute configuration alkene geometry. Diastereoselective synthesis a polycyclic furan is demonstrated.
Abstract Nickel‐catalyzed cross‐electrophile coupling reactions of benzylic esters and aryl halides have been developed. Both inter‐ intramolecular variants proceed under mild reaction conditions. A range heterocycles functional groups are tolerated the Additionally, first example a stereospecific secondary ester is described.
Functionalization with C1-building blocks are key synthetic methods in organic synthesis. The low reactivity of the most abundant C
Alkyl with alkyl: A significant development in alkyl-alkyl cross-coupling reactions, namely the nickel-catalyzed decarboxylative Negishi coupling of N-hydroxyphthalimide esters, was recently reported by Baran and co-workers. This method enables synthesis various highly functionalized compounds, including natural product derivatives.
A mild and operationally simple protocol for the deoxygenation of a variety heteroaryl N-oxides nitroarenes has been developed. mixture substrate Hantzsch ester is proposed to result in an electron donor–acceptor complex, which upon blue-light irradiation undergoes photoinduced transfer between two reactants afford products. N-oxide demonstrated with 22 examples functionally diverse substrates, chemoselective reduction corresponding hydroxylamines also shown.
Medicinally relevant diarylamines are prepared through a photoredox-mediated dual catalytic nickel/ruthenium system from aryl azides and electrophiles. Photoreduction of the azide is proposed to proceed an arylnickel-azide complex, which upon reduction loss nitrogen, generates nickel(III) species capable facile reductive elimination afford desired C–N bond formation. A variety functionalized (hetero)aryl electrophiles shown participate in coupling, including iodides, bromides, chlorides,...
An operationally simple protocol for the photocatalytic carbamoylation of imines is reported. Easily available, bench-stable 4-amido Hantzsch ester derivatives serve as precursors to carbamoyl radicals that undergo rapid addition N-aryl imines. The reaction proceeds under blue light irradiation in presence photocatalyst 3DPAFIPN and Brønsted/Lewis acid additives. Mechanistic studies indicated a photoredox mechanism involves radicals.
Lignin valorization is being intensely pursued via tandem catalytic depolymerization and biological funneling to produce single products. In many lignin processes, aromatic dimers oligomers linked by carbon-carbon bonds remain intact, necessitating the development of enzymes capable cleaving these compounds monomers. Recently, catabolism erythro-1,2-diguaiacylpropane-1,3-diol (erythro-DGPD), a ring-opened lignin-derived β-1 dimer, was reported in Novosphingobium aromaticivorans. The first...
Lignin-derived aromatic carboxylic acids can be produced from oxidative catalytic processes and are promising building blocks for performance-advantaged bioproducts that leverage their inherent heteroatom functionalities. Here, we synthesize 2-methoxyterephthalate 2,6-dimethoxyterephthalate derivatives by electrochemical carboxylation of guaiacyl- syringyl-derived lignin monomers obtained the deconstruction lignin. These methoxylated terephthalates evaluated as co in poly(ethylene...
A regio‐ and stereoselective nickel‐catalyzed hydroarylation of alkynes using propargylic carbamates as directing groups has been developed. The reaction proceeds under mild conditions arylboronic acids in the absence base. range heterocycles functional are tolerated conditions, providing high yields trisubstituted alkenes with control olefin geometry.
Alkyl zu Alkyl: Eine bedeutende Erweiterung von Alkyl-Alkyl-Kreuzkupplungsreaktionen, nämlich die Nickel-katalysierte decarboxylierende Negishi-Kupplung N-Hydroxyphthalimidestern, wurde kürzlich Baran und Mitarbeitern vorgestellt. Damit ist eine gut durchführbare neue Methode zur Synthese hochfunktionalisierter Verbindungen einschließlich Naturstoffderivaten gegeben.
Abstract Nickel‐catalyzed cross‐electrophile coupling reactions of benzylic esters and aryl halides have been developed. Both inter‐ intramolecular variants proceed under mild reaction conditions. A range heterocycles functional groups are tolerated the Additionally, first example a stereospecific secondary ester is described.
Several Hiyama cross-coupling reactions of oxasilacycloalkenes and aryl iodides are described that produce trisubstituted Z-styrenes in moderate to excellent yields. Both electron-rich electron-poor tolerated the reaction. The oxasilacycloalkene coupling partners were prepared by ruthenium-catalyzed intramolecular anti-hydrosilylation alkynols. One products was converted a 1-benzoxocane, albeit low yield, using an Buchwald-Hartwig etherification. cyclic ether produced contains carbon...
ADVERTISEMENT RETURN TO ISSUEPREVFirst ReactionsNEXTNitroxyl Surprise: A Simple Amine Additive Revealed as Copper's Co-Catalyst in the Aerobic Oxidation of AlcoholsEven best mechanistic hypotheses can be refined. Unexpected details discovered by careful analysis promote useful reactions.Mikhail O. Konev and Elizabeth R. JarvoView Author Information Department Chemistry, University California, Irvine 92617, United StatesE-mail: [email protected]Cite this: ACS Cent. Sci. 2017, 3, 4,...
Abstract A protocol for preparation of methylenecyclopentanes from ε‐unsaturated secondary benzylic ethers is presented.
Abstract An intramolecular cross‐electrophile cyclization of benzylic pivalates having an ortho‐bromoaryl substituent is developed providing facile access to indanones and tetralins.
Abstract Review: 18 refs.