A5082234715- Crystallization and Solubility Studies
- X-ray Diffraction in Crystallography
- Catalytic C–H Functionalization Methods
- Organoboron and organosilicon chemistry
- Catalytic Cross-Coupling Reactions
- Synthesis of Organic Compounds
- Cyclopropane Reaction Mechanisms
- Asymmetric Hydrogenation and Catalysis
- Biological Activity of Diterpenoids and Biflavonoids
- Ion channel regulation and function
- Synthesis and Reactions of Organic Compounds
- Surface Chemistry and Catalysis
- Cellular transport and secretion
- Bioactive natural compounds
- Venomous Animal Envenomation and Studies
- Asymmetric Synthesis and Catalysis
- Organic Light-Emitting Diodes Research
- Synthetic Organic Chemistry Methods
- Molecular spectroscopy and chirality
- Perovskite Materials and Applications
- Catalytic Alkyne Reactions
- Advanced Synthetic Organic Chemistry
- Conducting polymers and applications
- Plant chemical constituents analysis
- Catalysis for Biomass Conversion
University of California, Berkeley
2020-2024
National Taiwan University
2016-2018
Speeding up borylation Catalytic is the rare reaction that can selectively target stronger over weaker saturated carbon–hydrogen (C–H) bonds. However, trade-off has been slow and requires high excess of hydrocarbon. Oeschger et al. now report right ligand (2-methylphenanthroline) coordinated to iridium accelerate by 50- 80-fold. This rate enhancement enables selective primary C–H bonds with hydrocarbon as limiting reagent. The also unusually for β-C–H in heterocycles. Science , this issue p. 736
Copper complexes are widely used in the synthesis of fine chemicals and materials to catalyze couplings heteroatom nucleophiles with aryl halides. We show that cross-couplings catalyzed by some most active catalysts occur a mechanism not previously considered. Copper(II) [Cu(II)] oxalamide ligands Ullmann coupling form C–O bond ethers concerted oxidative addition an halide Cu(II) high-valent species is stabilized radical character on ligand. This diverges from those involving Cu(I) Cu(III)...
The catalytic, undirected borylation of alkyl C–H bonds typically occurs at high reaction temperatures or with excess substrate, both, because the low reactivity bonds. Here we report a new iridium system comprising 2-anilino-1,10-phenanthroline as ligand that catalyzes little to no induction period and rates. This superior activation profile 2-aminophenanthroline-ligated catalysts leads broader scope, including reactions sensitive substrates, such epoxides glycosidic acetals, enhanced...
Alkylidene cyclopropanes (ACPs) are valuable synthetic intermediates because of their constrained structure and opportunities for further diversification. Although routes to ACPs known, preparations with control both the configuration cyclopropyl (R vs S) group geometry alkene (E Z) unknown. We describe enzymatic cyclopropanation allenes ethyl diazoacetate (EDA) catalyzed by an iridium-containing cytochrome (Ir(Me)-CYP119) that controls stereochemical elements. Two mutants Ir(Me)-CYP119...
A highly efficient one-pot procedure was developed for the synthesis of various 2′-hydroxychalcones from phenyl diethylcarbamate, featuring consecutive Snieckus–Fries rearrangement, anionic Si → C alkyl and Claisen–Schmidt condensation in a single operation. The applicability this protocol demonstrated by anti-inflammatory natural product lonchocarpin. mechanism insight is also provided.
The first reported sulfur-stabilized borenium cations were synthesized through halide abstraction of a haloborane intermediate by halophilic reagents. Different from the well-known cationic oxazaborolidines, sulfide instead an amine was used to not only simplify preparation catalysts but also increase Lewis acidity boron atom. in situ generated salts showed exceptional and successfully catalyzed asymmetric Diels–Alder reactions cyclopentadiene dienophiles excellent yields...
Catalytic borylations of sp3 C–H bonds occur with high selectivities for primary or secondary that are activated by nearby electron-withdrawing substituents. The catalytic borylation at tertiary has not been observed. We describe a broadly applicable method the synthesis boron-substituted bicyclo[1.1.1]pentanes (BCPs) and (hetero)bicyclo[2.1.1]hexanes (BCHs) an iridium-catalyzed bridgehead bond. This reaction is highly selective formation boronic esters compatible broad range functional...
Hanatoxin (HaTx) from spider venom works as an inhibitor of Kv2.1 channels, most likely by interacting with the voltage sensor (VS). However, way in which this water-soluble peptide modifies gating remains poorly understood VS is deeply embedded within bilayer, although it would change its position depending on membrane potential. To determine whether HaTx can indeed bind to VS, depth at penetrates into POPC membranes was measured neutron reflectivity. Our results successfully demonstrate...
Although boron-containing radicals are promising materials for molecular electronic devices, the effect of σ-donating yet π-accepting boron center on stability open-shell species has been less discussed. In this work, role a tricoordinate in π-conjugated was explored through electron paramagnetic resonance measurement several boron-linked bisphenol and diradicals. Replacing bridging methine fragment neutral Galvinoxyl radical with an arylboryl group led to corresponding anion that requires...
The catalytic, undirected borylation of alkyl C–H bonds typically occurs at high reaction temperatures or with excess substrate, both, because the low reactivity bonds. Here we report a new iridium system comprising 2-anilino-1,10-phenanthroline as ligand that catalyzes little to no induction period and rates. This superior activation profile 2-aminophenanthroline catalysts leads broader scope reaction, including those sensitive reactants, such epoxides glycosidic acetals, enhanced...