A5078036320- X-ray Diffraction in Crystallography
- Crystallization and Solubility Studies
- Fluorine in Organic Chemistry
- Cyclopropane Reaction Mechanisms
- Catalytic C–H Functionalization Methods
- Advanced Chemical Physics Studies
- Synthesis and Properties of Aromatic Compounds
- Catalytic Alkyne Reactions
- Synthesis and Catalytic Reactions
- Radical Photochemical Reactions
- Catalytic Cross-Coupling Reactions
- Sulfur-Based Synthesis Techniques
- Organic Chemistry Cycloaddition Reactions
- Photoreceptor and optogenetics research
- Catalysis and Oxidation Reactions
- N-Heterocyclic Carbenes in Organic and Inorganic Chemistry
- Chemical Reactions and Isotopes
- Crystallography and molecular interactions
- Light effects on plants
- Medical Imaging Techniques and Applications
- Catalytic Processes in Materials Science
University of Oxford
2022-2023
Science Oxford
2018-2020
Oxford Research Group
2018-2020
Alphabet (United States)
2017
RWTH Aachen University
2015-2017
FH Aachen
2015
A wide range of halogenated bicyclo[1.1.1]pentanes are accessed by functional group tolerant radical ring-opening tricyclo[1.1.1.0<sup>1,3</sup>]pentane, using triethylborane as initiator.
Abstract A stereoselective one‐pot synthesis of spiropyrazolones through an organocatalytic asymmetric Michael addition and a formal Conia‐ene reaction has been developed. Depending on the nitroalkene, 5‐exo‐dig‐cyclization could be achieved by silver‐catalyzed alkyne activation or oxidation intermediate enolate. The mechanistic pathways have investigated using computational chemistry experiments.
We herein showcase the ability of NHC-coordinated dinuclear NiI -NiI complexes to override fundamental reactivity limits mononuclear (NHC)Ni0 catalysts in cross-couplings. This is demonstrated with development a chemoselective trifluoromethylselenolation aryl iodides catalyzed by dimer. A novel SeCF3 -bridged dimer was isolated and shown selectively react Ar-I bonds. Our computational experimental data suggest catalysis be operative. The corresponding Ni0 species, on other hand, suffers from...
While nickel catalysts have previously been shown to activate even the least reactive Csp2-O bonds, i.e. aryl ethers, in context of C-C bond formation, little is known about reactivity limits and molecular requirements for introduction valuable functional groups under homogeneous catalysis. We identified that due high Ni-catalysts, they are also prone react with existing or installed groups, which ultimately causes catalyst deactivation. The scope Ni-catalyzed coupling protocol will...
[1.1.1]Propellane is the ubiquitous precursor to bicyclo[1.1.1]pentanes (BCPs), motifs of high value in pharmaceutical and materials research. The classical Lewis representation this molecule places an inter-bridgehead C-C bond along its central axis; 'strain relief'-driven cleavage commonly thought enable reactions with nucleophiles, radicals electrophiles. We propose that broad reactivity profile instead derives from σ-π-delocalization electron density [1.1.1]propellane. Using ab initio...
Asymmetric catalytic azidation has increased in importance to access enantioenriched nitrogen containing molecules, but methods that employ inexpensive sodium azide remain scarce. This encouraged us undertake a detailed study on the application of hydrogen bonding phase-transfer catalysis (HB-PTC) enantioselective with azide. So far, this manifold been applied exclusively insoluble metal alkali fluorides for carbon–fluorine bond formation. Herein, we disclose asymmetric ring opening meso...
Abstract We herein showcase the ability of NHC‐coordinated dinuclear Ni I –Ni complexes to override fundamental reactivity limits mononuclear (NHC)Ni 0 catalysts in cross‐couplings. This is demonstrated with development a chemoselective trifluoromethylselenolation aryl iodides catalyzed by dimer. A novel SeCF 3 ‐bridged dimer was isolated and shown selectively react Ar−I bonds. Our computational experimental data suggest catalysis be operative. The corresponding species, on other hand,...
Abstract A stereoselective one‐pot synthesis of spiropyrazolones through an organocatalytic asymmetric Michael addition and a formal Conia‐ene reaction has been developed. Depending on the nitroalkene, 5‐exo‐dig‐cyclization could be achieved by silver‐catalyzed alkyne activation or oxidation intermediate enolate. The mechanistic pathways have investigated using computational chemistry experiments.
The controlled programming of regiochemical outcomes in nucleophilic fluorination reactions with alkali metal fluoride is a problem yet to be solved. Herein, two synergistic approaches exploiting hydrogen bonding catalysis are presented. First, we demonstrate that modulating the charge density hydrogen-bond donor urea catalyst directly influences kinetic regioselectivity dissymmetric aziridinium salts aryl and ester substituents. Moreover, report urea-catalyzed formal dyotropic...
<p>[1.1.1]Propellane has gained increased attention due to its utility as a precursor bicyclo[1.1.1]pentanes (BCPs) – motifs of high value in pharmaceutical and materials research by addition nucleophiles, radicals electrophiles across inter-bridgehead C–C bond. However, the origin this broad reactivity profile is not well-understood. Here, we present comprehensive computational study that attributes omniphilicity [1.1.1]propellane moldable, delocalized electron density, characterized...