A5029578564- Crystallization and Solubility Studies
- X-ray Diffraction in Crystallography
- Radical Photochemical Reactions
- Catalytic C–H Functionalization Methods
- Luminescence and Fluorescent Materials
- Molecular spectroscopy and chirality
- Organometallic Complex Synthesis and Catalysis
- Synthetic Organic Chemistry Methods
- Fluorine in Organic Chemistry
- Photochromic and Fluorescence Chemistry
- Synthesis and Properties of Aromatic Compounds
- Sulfur-Based Synthesis Techniques
- Axial and Atropisomeric Chirality Synthesis
- Organic Light-Emitting Diodes Research
- Photochemistry and Electron Transfer Studies
- Lanthanide and Transition Metal Complexes
- Chemical Reaction Mechanisms
- Organic Electronics and Photovoltaics
- Innovative Human-Technology Interaction
- Crystallography and molecular interactions
- Catalytic Cross-Coupling Reactions
Scripps (United States)
2019-2021
Scripps Institution of Oceanography
2019-2021
GC Corporation (Japan)
2021
Torrey Pines Institute For Molecular Studies
2019-2020
Scripps Research Institute
2019
Asahi Glass (Japan)
2015-2016
Tohoku University
2005-2010
A simple and robust method for electrochemical alkyl C–H fluorination is presented. Using a nitrate additive, widely available fluorine source (Selectfluor), carbon-based electrodes, wide variety of activated unactivated bonds are converted into their C–F congeners. The scalability the reaction also demonstrated with 100 gram preparation fluorovaline.
This Communication describes a successful olefin cross-metathesis with tetrafluoroethylene and its analogues. A key to the efficient catalytic cycle is interconversion between two thermodynamically stable, generally considered sluggish, Fischer carbenes. newly demonstrated transformation enables easy short-step synthesis of new class partially fluorinated olefins bearing plural fluorine atoms, which are particularly important valuable compounds in organic medicinal chemistry as well...
[reaction: see text] Optically active (M)-2,11-dihydroxy-1,12-dimethylbenzo[c]phenanthrene-5,8-dicarbonitrile was synthesized from (M)-1,12-dimethyl-2,11-dinitrobenzo[c]phenanthrene-5,8-dicarbonitrile by the reduction and hydroxylation of nitro groups. The compound converted to several oxygen-functionalized [3 + 3]cycloalkynes with -OH, -OSiMe2-t-Bu, -OAc, -OTf, or -ONf groups, which are chiral arylene ethynylene macrocycles containing three helicenes. aggregation behaviors these were...
A drastic increase in catalyst turnover number (TON) was accomplished the cross-metathesis of tetrafluoroethylene (TFE) and vinyl ethers. Under a continuous flow TFE, Ru7, which contains seven-membered N-heterocyclic carbene (NHC) ligand, reached TON 4100; this is 2 orders magnitude higher than highest hitherto reported value. Mechanistic studies revealed that expanded NHC successfully destabilizes stable intermediates with difluorocarbene structure, strongly promotes reaction.
Single enantiomers of 1,8-di(1-adamantyl)naphthalenes were synthesized by the [4+2]cycloaddition reaction 6-adamantylbenzyne and 2-adamantylfuran. The resolved conversion into diastereomeric ketopinic acid esters. absolute configuration was determined X-ray analysis. Kinetic studies CD revealed an enantiomerization barrier 29 kcal mol−1 for 1,8-(1-adamantyl)naphthalenes.
The cyclization of acyclic ethynylhelicene oligomers with decyl 3,5-diiodobenzoate under optimized conditions gave the corresponding optically active [n+n]cycloalkynes (n = 4−8) in high yields. Their structures were compared terms ring size by using 1H NMR, UV−vis, and CD spectroscopies vapor pressure osmometry (VPO). UV−vis spectra exhibited an increase absorbance proportion to n. In contrast, macrocycles a large effect, comparable Δε values despite n temperature-dependent properties...
Abstract 1,12-Diethyl- and 1,12-diisopropylbenzo[c]phenanthrene-5,8-dicarboxylic acids were synthesized, resolved. The dihedral angles formed by the A D rings increased in order of diisopropyl < diethyl dimethyl as indicated X-ray analysis, which showed that strain decreased with increase bulkiness at 1,12-groups.
<p> Electrochemical techniques have long been heralded for their innate sustainability as efficient methods achieving redox reactions. Carbonyl desaturation, a fundamental organic oxidation, is an oft-employed transformation to unlock adjacent reactivity. To date, the most reliable it relied on transition metals (Pd/Cu) or stoichiometric reagents based I, Br, Se, S. Herein we report operationally simple pathway such structures from enol silanes and phosphates using electrons primary...
Electrochemical techniques have long been heralded for their innate sustainability as efficient methods achieving redox reactions. Carbonyl desaturation, a fundamental organic oxidation, is an oft-employed transformation to unlock adjacent reactivity. To date, the most reliable it relied on transition metals (Pd/Cu) or stoichiometric reagents based I, Br, Se, S. Herein we report operationally simple pathway such structures from enol silanes and phosphates using electrons primary reagent....
Abstract The method offers an easy one‐step access to fluorinated olefins via cross‐metathesis of alkylvinyl ethers with trifluoroolefin derivatives.