5344-64-9

Upstream product

• 80-55-7 ethyl 2-hydroxy-2,2-dimethylethanoate 
• 119-61-9 benzophenone 
• 67-64-1 acetone 
• 781-33-9 2-methyl-1,1-diphenylpropene 
• 201230-82-2 carbon monoxide 
• 3677-76-7 2-methyl-1,1-diphenyl-propan-2-ol 
• 464-72-2 tetraphenylethane-1,2-diol 
• 33718-91-1 1,1-diphenyl-1-bromo-2-propanone 
• 781-35-1 1,1-diphenylacetone 
• 611-70-1 phenyl isopropyl ketone 
• 100-58-3 phenylmagnesium bromide 
• 67-63-0 isopropyl alcohol 
• 111-13-7 hexyl-methyl-ketone 
• 4571-02-2 1-hydroxy-1,1-diphenyl-2-propanone 

Downstream Products

• 13740-70-0 2-methyl-1,2-diphenyl-propan-1-one 
• 2575-20-4 3,3-diphenylbutan-2-one 
• 781-33-9 2-methyl-1,1-diphenylpropene 
• 119-61-9 benzophenone 
• 91-01-0 1,1-Diphenylmethanol 
• 28523-29-7 1,1-Dicyclohexyl-2-methyl-propane-1,2-diol 
• 98108-03-3 Schwefligsaeure-(1,1-dimethyl-2,2-diphenyl-ethylenester) 

Relevant academic research and scientific papers

Regioselective Organocatalytic Formation of Carbamates from Substituted Cyclic Carbonates

A highly regioselective catalytic approach has been developed towards carbamates derived from cyclic organic carbonates by reaction of the latter with amine reagents under organocatalytic control. For various combinations of carbonate and amine substrates, an organocatalyst (TBD: 1,5,7-triazabicyclo[4.4.0]dec-5-ene) was used to increase the reaction kinetics while exerting excellent regioselective control. The current method is the first general approach towards the control over the regioselectivity of this reaction using a wide variety of easily accessed substituted organic carbonates. (Figure presented.) .

Heteropolytungstic acids incorporated in an ordered mesoporous zirconia framework as efficient oxidation catalysts

Ordered mesoporous composite catalysts consisting of nanocrystalline tetragonal ZrO2 and heteropolytungstic clusters, i.e. 12-phosphotungstic (PTA) and 12-silicotungstic (STA) acids, were prepared via a surfactant-assisted co-polymerization route. According to the X-ray diffraction, transmission electron microscopy and N2 physisorption measurements, the resultant materials possess a well-defined mesoscopic order ranging from wormhole to hexagonal pore structure and exhibit large internal surface area (126-229 m2 g-1) and quite narrow pore size distribution (ca. 2.2-2.6 nm in diameter). Energy dispersive X-ray microanalysis and infrared spectroscopy confirms that the heteropoly clusters are well dispersed within the zirconia matrix, while preserving intact their Keggin structure. The inclusion of PTA and STA clusters in the mesoporous framework has a beneficial effect on the catalytic activity of these materials. Although zirconium oxide and heteropoly acids alone show little catalytic activity, the ZrO 2-PTA and ZrO2-STA heterostructures exhibit surprisingly high activity in hydrogen peroxide mediated oxidation of 1,1-diphenyl-2- methylpropene under mild conditions. Indeed, the mesoporous ZrO2-STA composite sample loaded with 5 wt% STA shows a conversion rate that is 17 times higher than the mesoporous ZrO2. The catalytic activity of these materials is related to the spatial distribution of heteropoly acids in zirconia matrix and possible synergistic interactions between the incorporated Keggin units and Zr(iv) oxohydroxide species.

Retropinacol/cross-pinacol coupling reactions - A catalytic access to 1,2-unsymmetrical diols

A new concept to access unsymmetrical 1,2-diols with high yields is reported. This new methodology is based on a retropinacol/cross-pinacol coupling process. This transformation is characterized by its operational simplicity and very mild reaction condi tions.

A one-pot cross-pinacol coupling/rearrangement procedure

A new catalytic retro-pinacol/cross-pinacol reaction, followed by subsequent rearrangement or deoxygenation of the intermediately formed vicinal diols, is described. This operationally simple one-pot protocol allows isolation of geminal α,α-diphenyl ketones or 1,1-diphenyl alkenes with high yields and selectivities. Copyright

Polymer-mediated pinacol rearrangements

Both poly(3,4-ethylenedioxythiophene) and poly(pyrrole) mediate a pinacol rearrangement of 1,2-diols. The yields of ketone or aldehyde products are comparable to those observed for treatment with mineral acids or Lewis acids. The advantage of this protocol is a two-phase reaction medium in hydrocarbon solvents that allows facile recovery of the products by simple filtration of the polymer and removal of solvents. Both the polymer and the hydrocarbon solvent may be recovered and used in subsequent reactions. Georg Thieme Verlag Stuttgart · New York.

Synthesis of unsymmetrical diolate, oxametallacyclopentene, amido-alkoxide and thiolato-alkoxide complexes using dialkyl and diaryl titanium aminotroponiminate complexes: A route to unsymmetrical vicinal diols

The reactivity of [TiR2(Me2ATI)2] complexes, where Me2ATI = N,N′-dimethylaminotroponiminate, or L, with CO or RNC in the presence of various organic electrophiles has been investigated. The compounds TiMe2L2 and TiPh2L2 react with CO and aldehydes or ketones to afford unsymmetrical diolate complexes that convert to the corresponding vicinal diols after hydrolysis. Phenyl acetylene also reacts to form the oxametallacyclopentene complex [Ti(OCMe2CH=CPh)(Me2ATI)2]. Treatment of TiMe2L2 with RNC yields the free imine and a source of low-valent titanium. Trapping this intermediate with 2 equiv of benzaldehyde or benzil affords the titanium diolate or enediolate complex, respectively. When 1 equiv each of benzophenone and either N-tosylbenzaldimine or acetone were added to the intermediate, [Ti(Ph2COCN(SO2tol)HPh)(Me2-ATI)2] and [Ti(Ph2COCOMe2)(Me2ATI)2], respectively, were obtained. The titanium thiolato-alkoxide complex [Ti(Ph2CSCOMe2)(Me2ATI)2] was prepared by use of thiobenzophenone and acetone. This chemistry allows for the preparation of unsymmetrical diols and oxametallacyclopentene complexes from Ti(IV) dialkyls, CO, and either carbonyl compounds or alkynes. Amido-alkoxide and thiolato-alkoxide complexes can be prepared by the reaction of Ti(IV) dialkyl complex, 2 equiv of benzophenone, and either an imine or thioketone.

Reductive coupling of aldehydes, ketones and aroyl chlorides induced by lvt prepared from TiCl4/Al system

Aluminium powder has been used to reduce titanium tetrachloride to generate the low valent titanium (LVT)reagent which can induce the reductive coupling of aldehydes and ketones to form the corresponding pinacols or olefins. However, arylsulfonyl chlorides will give diaryldisulfides under the same condition.

Reactivity and Selectivity in the Oxidation of Styrene Derivatives. IV. Studies on the Oxidation of Substituted β,β-Dimethylstyrenes

The liquid phase oxidation of substituted (p-MeO-, p-Cl-, m-CF3-) 2-aryl-3-methyl-but-2-enes, of 1,1-diphenyl-2-methyl-propene, of 1-ethoxy-2-methyl-1-phenyl-propene and of 9-isopropylidene-fluorene with pure oxygen was investigated in chlorobenzene solution and in presence of cumene and of cumene hydroperoxide in the temperature range 65-125°C. The product yields were determined gaschromatographically. The differences of the activation energies of epoxide formation and the parallel reactions were calculated. They amount to 19-48 kJ/mol. The epoxide selectivity increases with increasing temperature and increasing concentration of olefin. The relative chain propagation constants (kpC=C) were determined by competitive oxidation with cumene. The kpC=C values of substituted β,β-dimethylstyrenes can be correlated by a LFE-relationship with the ionisation energies of the olefins.

Multiple-photon chemistry in the benzophenone photoreduction during laser-jet photolysis: Effect of alcohol solvent on cross-coupling versus hydrogen abstraction of the electronically excited hydroxydiphenylmethyl radical

The ground state of the hydroxydiphenylmethyl radical (1) leads to benzpinacol (2) through head-to-head coupling and the diols 3 as cross-coupling product. In contrast, under the high-intensity conditions of the laser-jet photolysis, the excited radical 1* couples in the para position to afford the benzophenone derivatives 4 (head-to-tail coupling) (higher spin density at the para position/AM1 calculations). The major two-photon product is benzhydrol (5). The pronounced increase in hydrogen atom abstraction from MeOH to iPrOH by 1* is explained in terms of the greater electrophilic character of the electronically excited radical 1* versus its ground state.

Nucleophilic Addition of Lanthanoid Metal Umpoled Diaryl Ketones to Electrophiles

Ytterbium metal promoted cross-coupling reactions of diaryl ketones with a variety of electrophiles are described.Diaryl ketones treated with 1-2 equiv of Yb metal react smoothly with other ketones, nitriles, epoxides, CO2, etc., to give the corresponding unsymmetrical pinacols, α-hydroxy ketones, 1,3-diols, α-hydroxy carboxylic acids, etc., in good yields respectively.These reactions occur via nucleophilic addition of the intermediates 4a-c to electrophiles.Reaction of benzophenone (1a) with Yb metal is discussed in detail and some information on the composition of the intermediates of the reaction of diaryl ketones with Yb metal are also given.