86703-65-3

Upstream product

• 492-70-6 1,2-diphenyl-1,2-ethanediol 
• 98-88-4 benzoyl chloride 
• 66934-28-9 2-bromo-1,2-diphenylethyl benzoate 
• 492-70-6 1,2-diphenylethane-1,2-diol 
• 103-30-0 (E)-1,2-diphenyl-ethene 
• 65-85-0 benzoic acid 
• 645-49-8 cis-stilben 
• 655-48-1 DL-1,2-diphenylethane-1,2-diol 
• 532-31-0 silver benzoate 

Downstream Products

• 655-48-1 DL-1,2-diphenylethane-1,2-diol 
• 17601-71-7 (+/-)-1,2-dibenzoyloxy-1,2-diphenylethane 

Relevant academic research and scientific papers

Synthesis, immobilization and catalytic activity of a copper(II) complex with a chiral bis(oxazoline)

A chiral bis(oxazoline) bearing CH2OH groups was synthesized from a commercial bis(oxazoline) and characterized by 1H- and 13C-NMR, high resolution ESI-mass spectrometry and FTIR. The corresponding copper(II) complex was immobilized onto the surface of a mesoporous carbonaceous material (Starbon 700) in which the double bonds had been activated via conventional bromination. The materials were characterized by elemental analysis, ICP-OES, XPS, thermogravimetry and nitrogen adsorption at 77 K. The new copper(II) bis(oxazoline) was tested both in the homogeneous phase and once immobilized onto a carbonaceous support for the kinetic resolution of hydrobenzoin. Both were active, enantioselective and selective in the mono-benzoylation of hydrobenzoin, but better enantioselectivities were obtained in the homogeneous phase. The heterogeneous catalyst could be separated from the reaction media at the end of the reaction and reused in another catalytic cycle, but with loss of product yield and enantioselectivity.

Chiral periodic mesoporous copper(II) bis(oxazoline) phenylene-silica: A highly efficient and reusable asymmetric heterogeneous catalyst

We describe the preparation of an effective and reusable heterogeneous asymmetric catalyst. A novel chiral periodic mesoporous phenylene-silica containing high density of bis(oxazoline) moieties is prepared by co-condensation method with 1,4-bis(triethoxy

Selective monobenzoylation of 1,2- and 1,3-diols catalyzed by Me 2SnCl2 in water (organic solvent free) under mild conditions

We have developed an efficient method for selective monobenzoylation of 1,2- and 1,3-diols in water catalyzed by Me2SnCl2. Treatment of 1,2- and 1,3-diols with benzoyl chlorides, DMT-MM, and potassium carbonate in the presence of a catalytic amount of Me2SnCl 2 and DMAP in water at room temperature gave monobenzoates in up to 97% yield.

SupraBox: Chiral supramolecular oxazoline ligands

A new class of oxazoline ligands, named SupraBox, was studied. These ligands possess an additional urea functionality to generate supramolecular bidentate ligands in transition-metal complexes, by the establishment of hydrogen bonds between the urea N-hydrogens of one ligand and the carbonyl oxygen of a second one. A library of 16 SupraBox ligands was prepared using 5 differently substituted oxazoline nuclei, 4 linkers and 3 different urea substituents. The formation of copper(II) and palladium(II) complexes was investigated by MS, UV/Vis and 1H-NMR spectroscopy. The SupraBox library was screened in the copper-catalyzed asymmetric benzoylation of vic-diols. Good selectivities were obtained in the kinetic resolution of racemic hydrobenzoin [up to 86 % ee and selectivity (s) = 28] and in the desymmetrization of meso-hydrobenzoin (up to 88 % ee).

STUDIES ON THE SYNTHESIS OF HETEROCYCLIC COMPOUNDS. IX. SEPARATION OF DIASTEREOMERIC DIOL COMPOUNDS

The separation of diastereomeric diols by transformation into the corresponding dioxastannolanes was carried out.The products are solid, stable and easily separable by fractional crystallization.By reaction of acids (or acyl halides) with the stannolanes the corresponding diols (or esters) were obtained in a high degree of purity.The structures of the compounds prepared were assigned on the basis of their analytical, physical and spectral data.