A well known copper based-metal organic framework (MOF), namely Cu3(BTC)2, is a suitable heterogeneous catalyst to promote the oxidative room-temperature hydroxylation of arylboronic acids to the corresponding phenols by H2O2. Using 0.5 equiv of H2O2, Cu3(BTC)2 exhibits 80% conversion in 60 min ...
An on-line high-performance liquid chromatography (HPLC) method for the rapid and selective detection of boronic acids in complex mixtures was developed. After optimization experiments at an HPLC flow rate of 0.40 mL/min, the HPLC-separated analytes were mixed post-column with a solution of 75 μ...
Palladium-catalyzed conjugate additions of arylboronic acids to 2-alkylchromones are reported. The conjugate additions occur in aqueous media in the presence of a catalyst generated from palladium trifluoroacetate and 1,10-phenanthroline, and the flavanone derivatives containing a fully-substitu...
An efficient and regioselective synthesis of functionalized triphenylenes via palladium-catalyzed Suzuki-Miyaura coupling and subsequent intramolecular CH activation between arylboronic acids and dibromobiphenyls was developed. This methodology showed excellent atomic economy and regiospecificit...
After electrochemical or chemical oxidation of ferroceneboronic acid, the resulting ferriceniumboronic acid is found to react with tetrafluoborate to form ferricenyltrifluoborate. This reaction with a common electrolyte can be extended to other boronic acids that possess a sufficiently low pKa (
In recent years, iodonium salts emerged as a unique novel class of compounds for surface modification by electrografting. Herein, we demonstrated that 3,5-bis(trifluoromethyl)phenyl)iodonium salt (IS-(CF3)2) can be applied for the modification of surfaces via generation of aryl radicals through ...
The study discusses an approach that allows simultaneous determination of boronic acid and its anhydride without the need for tedious physical separation of the mixture. The assignment of the proton spectra of monomer, dimer and trimer was achieved by combining utility of 1D and 2D experimental ...
Strong heterodimeric interactions of phenylboronic acids with l-proline or betaine are evident in the solid state. The interaction energy is over 23 kcal/mol (at MP2/6-31+G∗).
3,5-Bis(pentafluorosulfanyl)phenylboronic acid 1 was introduced as an efficient organocatalyst for Conia-ene carbocyclization of 1,3-dicarbonyl compounds having terminal alkynes. A variety of 2-alkynic 1,3-dicarbonyl compounds were smoothly converted to ene-carbocyclization products in moderate ...
Three isomers of trifluoromethylphenylboronic acids were synthesized and characterized by 1H, 13C, 11B and 19F NMR. The investigated compounds exhibit high resistance to protodeboronation reaction. Molecular and crystal structure of these compounds was determined by single crystal XRD method. Th...
The present work reports the catalytic activity of Cu3(BTC)2 (BTC: 1,3,5-benzenetricarboxylate) in C–N coupling of benzimidazole with phenylboronic acid to afford N-arylbenzimidazole in high yield under mild reaction conditions. A series of optimization results indicate that Et3N is an optimal ...
Reaction of pentafluoronitrosobenzene with [Os3(CO)11(CH3CN)] in THF at room temperature yields a new triosmium cluster, [Os3(CO)11(μ-ONC6F5)] (I), where the pentafluorophenylnitroso ligand has been shown by X-ray crystallography to adopt an unusual bonding mode, with its nitrogen bridging two ...
The pentafluoronitrosobenzene C6F5NO has been shown from infrared spectral, 19F NMR spectral and single-crystal X-ray diffraction studies to undergo oxidation at the para-position upon reaction with [OS3H(μ-H)(CO)10(PPh3)] to afford [OS3(μ-H)(CO)10(PPh3)(ONC6F4O)](I). The arsenic- and stibine-...
The reaction of pentafluoronitrosobenzene with Os3(CO)12 at 125 °C in octane leads to the formation of a new bis(pentafluorophenylimido)triosmium cluster, [Os3(CO)9(μ3- NC6F5)2] (I). Cluster I has been shown by X-ray crystallographic studies to consist of an open triosmium framework capped by ...
Excess molar enthalpies HE and excess molar volumes VE have been measured, as a function of mole fraction x1, at 298.15 K and atmospheric pressure for the five liquid mixtures (x11,4-C6H4F2 + x2n-ClH2l+2), l = 7, 8, 10, 12 and 16. In addition, HE and excess molar heat capacities CPE at constant ...
The conformation of bis(1,4-difluorobenzene)vanadium system is studied by the extended Hückel method. The dihedral angle between the two rings is calculated to be 58° in reasonable agreement with the observed value of 53°. The dominating factor for the conformation is the delocalization effec...
The gas-phase reactions of negative ions (O−, NH−2, C2H5NH−, C6H5−, and CH3SCH−2) with fluorobenzene and 1,4-difluorobenzene have been studied with Fourier transform ion cyclotron resonance mass spectrometry. The O− ion reacts predominantly by (1) proton abstraction, (2) formal H+2 abstraction, ...
The non-polar rigid molecules 1,4-difluorobenzene and p-benzoquinone dissolved in ZLI1132 and EBBA nematic solvents show a bizarre ‘double face’ rod-like or disk-like orientational behaviour, depending on the used solvent. In the present Letter it is shown that the observed effect, unpredictab...
Structural and energetic features of the complex 1,4-difluorobenzene-ammonia have been investigate by rotational spectroscopy. The complex adopts a σ configuration, with the nitrogen of ammonia in the plane of the aromatic ring. Two weak hydrogen bonds, C–H⋯N and N–H⋯F, represent the linkages...
The reactivity of protonated 1,4-difluorobenzene C6H5F2+ as a Proton Transfer Reaction (PTR) precursor in a compact Fourier Transform Ion Cyclotron Resonance (FTICR) mass spectrometer has been evaluated in comparison with H3O+ precursor. The C6H5F2+ ion reacts with unsaturated and oxygenated VOC...
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