704898-29-3

Upstream product

• 2181-42-2 trimethylsulphonium iodide 
• 620-23-5 m-tolyl aldehyde 
• 100-80-1 3-methylstyrene 
• 6814-64-8 methylenedimethyl sulfurane 
• 2181-44-4 trimethylsulfonium methylsulfate 

Downstream Products

• 80751-58-2 2-[2-(2-Chloro-3,4-dimethoxy-phenyl)-ethylamino]-1-m-tolyl-ethanol 
• 78649-50-0 1-(3'-methylphenyl)-1,2-dihydroxyethane 
• 99-04-7 m-Toluic acid 
• 62717-56-0 N-[2-(3,4-dimethoxyphenyl)ethyl]-2-hydroxy-2-(3-methylphenyl)ethylamine 
• 343319-72-2 1-phenyl-2-(m-tolyl)ethanol 
• 1166859-59-1 (R)-3-(3-methylphenyl)-1,2-thiazolidine 1,1-dioxide 
• 1166859-52-4 3-(3-methylphenyl)-4,5-dihydro-isothiazole 1,1-dioxide 
• 1026230-99-8 (S)-2-amino-2-(m-tolyl)ethanol 
• 97590-55-1 (R)-2-Amino-1-m-tolyl-ethanol 
• 83845-56-1 2-(3-methylphenyl)-5-hexen-1-ol 
• 1426257-38-6 (E)-1-methyl-3-(2-(phenylsulfonyl)vinyl)benzene 
• 1313709-37-3 trans-(3-methyl)-1-phenylthiostyrene 

Relevant academic research and scientific papers

Aerobic epoxidation of olefins by carboxylate ligand-based cobalt (II) compound: synthesis, X-ray crystallography, and catalytic exploration

A new quinoline carboxylate-based cobalt (II) metal compound, [Co (HL1)2(H2O)4] (1) (H2L1 = 2-hydroxyquinoline-4-carboxylic acid) has been hydrothermally synthesized, and fully characterized by single-crystal X-ray diffraction, powder X-ray diffraction, Fourier-transform infrared (FT-IR), elemental and thermo-gravimetric analysis. Compound 1 shows high thermal stability up to ~300°C. Single-crystal X-ray diffraction study of 1 exhibited monomeric structure experiences further stabilized in solid state through different non-covalent interaction, for example, H-bonding and π···π stacking interaction and extended to 3D supramolecular H-bonded network. Compound 1 efficiently catalyzes epoxidation reactions of olefins under homogeneous conditions using molecular oxygen as an oxidizer. Another reported quinoline carboxylate-based nickel (II) monomer [Ni(L2)2(H2O)2] (2) (HL2 = thiazole-4-carboxylic acid) has been synthesized and characterized to compare it with compound 1 towards aerobic epoxidation reactions, where 1 comes as superior.

Ni/Photoredox-Catalyzed Enantioselective Cross-Electrophile Coupling of Styrene Oxides with Aryl Iodides

A Ni/photoredox-catalyzed enantioselective reductive coupling of styrene oxides and aryl iodides is reported. This reaction affords access to enantioenriched 2,2-diarylalcohols from racemic epoxides via a stereoconvergent mechanism. Multivariate linear regression (MVLR) analysis with 29 bioxazoline (BiOx) and biimidazoline (BiIm) ligands revealed that enantioselectivity correlates with electronic properties of the ligands, with more electron-donating ligands affording higher ee's. Experimental and computational mechanistic studies were conducted, lending support to the hypothesis that reductive elimination is enantiodetermining and the electronic character of the ligands influences the enantioselectivity by altering the position of the transition state structure along the reaction coordinate. This study demonstrates the benefits of utilizing statistical modeling as a platform for mechanistic understanding and provides new insight into an emerging class of chiral ligands for stereoconvergent Ni and Ni/photoredox cross-coupling.

Kinetic resolution ofN-aryl β-amino alcoholsviaasymmetric aminations of anilines

An efficient kinetic resolution ofN-aryl β-amino alcohols has been developedviaasymmetricpara-aminations of anilines with azodicarboxylates enabled by chiral phosphoric acid catalysis. Broad substrate scope and high kinetic resolution performances were afforded with this method. Control experiments supported the critical roles of the NH and OH group in these reactions.

MeOTf/KI-catalyzed efficient synthesis of 2-arylnaphthalenesviacyclodimerization of styrene oxides

The MeOTf/KI-catalyzed synthesis of 2-arylnaphthalene derivatives from aryl ethylene oxides in alcohol under ambient conditions is described. The present protocol has a higher atom efficiency and wider substrate applicability with excellent yields. The reaction proceeded using the aryl ethylene oxides to give 2-arylnaphthalenes either in homo-coupling or in cross-coupling. The reaction could also be carried out at the gram scale in minutes.

Oxidovanadium(V) and dioxidomolybdenum(VI) Complexes of N'-(3,5-Dichloro-2-hydroxybenzylidene)-4-fluorobenzohydrazide: Synthesis, characterization, crystal structures and catalytic property

N'-(3,5-Dichloro-2-hydroxybenzylidene)-4-fluorobenzohydrazide (H2L) was used to prepare oxidovanadium(V) complex [VOL(OEt)(MeOH)] (1) and dioxidomolybdenum(VI) complex [MoO2L(OH2)]·[MoO2L(EtOH)] (2). The complexes were characterized by IR, UV-Vis, NMR spectroscopy, and single crystal X-ray diffraction. X-ray analysis indicates that the complexes are mononuclear species with the metal atoms in octahedral coordination. The complexes were studied for catalytic oxidation property on some olefins with tert-butyl hydroperoxide as oxidant.

Synthesis, Characterization and Crystal Structures of Oxidovanadium(V) and Dioxidomolybdenum(VI) Complexes Derived from 2-bromo-N'-(2-hydroxy-3-methoxybenzylidene)benzohydrazide with Catalytic Property

Abstract: A hydrazone compound 2-bromo-N'-(2-hydroxy-3-methoxybenzylidene)benzohydrazide (H2L) was prepared and characterized by IR, UV-Vis and NMR spectra. Based on the hydrazone compound, a new oxidovanadium(V) and a new dioxidomolybdenum(VI) complexes, [VO(L)(OEt)(EtOH)] (I) and [MoO2(L)(OH2)] (II), were prepared and characterized by IR, UV-Vis, NMR spectra, and single crystal X-ray diffraction (CIF files nos. 1866755 (I) and 1866756 (II)). Complex I crystallizes as the monoclinic space group P21/c with unit cell dimensions a = 12.8733(12), b = 13.5088(13), c = 11.9262(11) ?, β = 91.765(2)°, V = 2073.0(3) ?3, Z = 4, R1 = 0.0524, wR2 = 0.1329, GOOF = 1.245. Complex II crystallizes as the monoclinic space group P21/c with unit cell dimensions a = 8.1140(9), b = 16.2975(19), c = 13.4318(15) ?, β = 106.456(2)°, V = 1703.4(3) ?3, Z = 4, R1 = 0.0296, wR2 = 0.0728, GOOF = 1.046. X-ray analysis indicates that the complexes are mononuclear species with the metal atoms in octahedral coordination. The complexes were studied for catalytic oxidation property on some olefins with tert-butyl hydrogen peroxide as oxidant.

Synthesis of Alkenyl Boronates from Epoxides with Di-[B(pin)]-methane via Pd-Catalyzed Dehydroboration

A practical and broadly applicable catalytic method for the synthesis of (E)-alkenylborons is presented. Reactions are promoted by [Pd(Cl)(η3-C3H5)]2 and proceed by the dehydroboration of cyclic borates. Through

Synthesis, Characterization, and Crystal Structures of Dioxomolybdenum(VI) Complexes Derived from Similar Tridentate Hydrazone Compounds with Catalytic Property

Abstract: Two hydrazone compounds 2-chloro-N'-(2-hydroxy-4-methoxybenzylidene)benzohydrazide (H2L1) and N'-(2-hydroxy-4-methoxybenzylidene)-3-methylbenzohydrazide (H2L2) were prepared and characterized by IR, UV-Vis and 1H NMR spectra. Based on the hydrazone compounds, two new structurally similar dioxomolybdenum(VI) complexes, [MoO2L1(CH3OH)] (I) and [MoO2L2(CH3OH)] (II), were prepared and characterized by IR and UV-Vis spectra, and single crystal X-ray diffraction (CIF files nos. 1566491 (I) and 1566492 (II)). Complex I crystallizes as the triclinic space group (Formula presented.) with unit cell dimensions a = 8.0750(5), b = 10.5223(7), c = 10.8110(7) ?, α = 96.975(2)°, β = 97.909(2)°, γ = 104.497(2)°, V = 869.2(1) ?3, Z = 2, R1 = 0.0323, wR2 = 0.0620, GOOF = 1.089. Complex II crystallizes as the monoclinic space group P21/n with unit cell dimensions a = 11.680(1), b = 10.496(2), c = 14.879(2) ?, β = 98.862(2)°, V?= 1802.2(4) ?3, Z = 4, R1 = 0.0270, wR2 = 0.0675, GOOF = 1.111. X-ray analysis indicates that the complexes are mononuclear dioxomolybdenum(VI) species with the Mo atoms in octahedral coordination. The complexes were studied for their catalytic oxidation property on some olefins with tert-butyl hydrogen peroxide as oxidant.

Stable Copper Nanoparticle Photocatalysts for Selective Epoxidation of Alkenes with Visible Light

Selective epoxidation of various alkenes with molecular oxygen (O2) under mild conditions is a longstanding challenge in achieving syntheses of epoxides. Cu-based catalysts have been found to be catalytically active for selective epoxidations. However, the application of copper nanoparticles (CuNPs) for photocatalyzed epoxidations is encumbered by the instability of CuNPs in air. Herein we report that CuNPs supported on titanium nitride (TiN) without additional stabilizers not only are stable in air but also can catalyze selective epoxidation of various alkenes with O2 or even air as a benign oxidant under light irradiation. CuNPs remain in the metallic state due to the significant charge transfer that occurs between CuNPs and TiN. The epoxidation is driven by visible light irradiation at moderate temperatures, achieving good to high yields and excellent selectivity. The photocatalytic process is applicable to the selective epoxidation of various alkenes. In this photocatalytic system, reactant alkenes chemically adsorb on CuNPs, forming Cu-alkene surface complexes, and light irradiation can activate the complexes for reaction. The cyclic ether solvent also plays a key role, reacting with O2 on the surface of CuNPs under light irradiation, yielding oxygen adatoms. The activated surface complexes react with the adatoms, yielding the corresponding epoxides. Analysis of the influence of irradiation wavelength and intensity on the epoxidation suggests that light-excited electrons of CuNPs drive the reaction. The adatoms formed react with alkenes, producing the final product epoxides. We also observed interesting product stereoselectivity, predominantly generating the trans isomers for the epoxidation of stilbene (up to 97%). The findings reported here not only provide an effective and selective reaction system for alkene epoxidations but also are a step toward demonstrating the practical use of CuNPs as photocatalysts for various applications.

Stereoselective Tandem Bis-Electrophile Couplings of Diborylmethane

A copper-catalyzed three-component linchpin coupling method for the stereoselective union of readily available epoxides and allyl electrophiles is disclosed. Transformations employ [B(pin)]2-methane as a conjunctive reagent, resulting in the fo