116127-91-4

Upstream product

• 34862-96-9 3-bromro-1,3-diphenyl-1-propene 
• 32093-01-9 trans-1-benzylsulfonyl-2-phenylethene 
• 73930-97-9 3-acetoxy-1,3-diphenylpropene 
• 1817-49-8 1,3-diphenyl-1-propyn-3-ol 
• 96-09-3 styrene oxide 
• 100-53-8 phenylmethanethiol 
• 104-55-2 3-phenyl-propenal 
• 98-80-6 phenylboronic acid 
• 614-47-1 1,3-diphenyl-propen-3-one 
• 94-41-7 benzalacetophenone 
• 1078-58-6 diphenylzinc 
• 108-86-1 bromobenzene 
• 30094-01-0 β-styrylmagnesium bromide 
• 100-52-7 benzaldehyde 

Downstream Products

• 1083-30-3 dihydrochalcone 
• 73930-97-9 3-acetoxy-1,3-diphenylpropene 
• 33866-99-8 2-(1,3-diphenylallyl)hydrazide-p-toluenesulfonic acid 
• 94-41-7 benzalacetophenone 
• 86477-17-0 (3-methoxyprop-1-ene-1,3-diyl)dibenzene 
• 3780-00-5 1-(3-phenyl-1,2-propadienyl)benzene 
• 1101-41-3 Tetraphenyldiphosphin 
• 1083314-52-6 C₂₂H₂₀S 
• 1119892-54-4 C₃₀H₂₄O₂ 
• 171927-27-8 3-(1,3-diphenyl-2-propenyl)pentane-2,4-dione 
• 292639-13-5 (E)-N-(1,3-diphenylallyl)-4-methylbenzenesulfonamide 
• 881304-40-1 C₂₃H₁₉N 
• 955361-22-5 2-(1,3-diphenylallyl)-1H-pyrrole 
• 17714-41-9 ethyl-(1,3-diphenyl-allyl)-ether 

Relevant academic research and scientific papers

Switchable Chemoselective Transfer Hydrogenations of Unsaturated Carbonyls Using Copper(I) N-Donor Thiolate Clusters

Unsaturated alcohols and saturated carbonyls are important chemical, pharmaceutical, and biochemical intermediates. We herein report an efficient transfer hydrogenation protocol in which conversion of unsaturated carbonyl compounds to either unsaturated alcohols or saturated carbonyls was catalyzed by Cu(I) N-donor thiolate clusters along with changing hydrogen source (isopropanol or butanol) and base (NaOH or K2CO3). Mechanistic studies supported by DFT transition state modeling indicate that such a chemoselectivity can be explained by the relative concentrations of Cu(I) monohydride and protonated Cu(I) hydride complexes in each catalytic system.

Catalytic asymmetric arylation of enals to enantioenriched linear trisubstituted allylic secondary alcohols by using aryl lithiums generated in situ from aryl bromides

Catalytic asymmetric addition of nucleophiles to enals is a straightforward method towards enantioenriched allylic alcohols, which are important for the synthesis of natural and pharmaceutically active compounds. Reactive aryl lithiums, produced in situ from readily available and inexpensive aryl bromides and butyl lithium, were used to enantioselectively arylate a number of α-substituted cinnamaldehydes in the presence of tetramethylethylenediamine (TMEDA), AlCl3, and Ti(OiPr)4. This enabled enantioenriched linear trisubstituted allylic secondary alcohols in the catalysis of (S)-H8-BINOL-(TiOiPr)2 complex. TMEDA coordinated the lithium salt generated in situ during transmetallation and effectively inhibited the unwanted background reaction catalyzed by the Lewis acidic lithium salt. Opening an enantio account: Reactive aryl lithiums generated in situ from aryl bromides are added asymmetrically to α-substituted aryl enals to yield enantioenriched linear terminal diaryl trisubstituted secondary allylic alcohols. The combination of tetramethylethylenediamine (TMEDA), AlCl3, and Ti(OiPr)4 contributes to the high enantioselectivity with (S)-H8-BINOL as the ideal chiral ligand. Copyright

Quinolinophane-derived alkyldiphenylphosphines: two homologous P,N-planar chiral ligands for palladium-catalysed allylic alkylation

Two novel homologous [2]paracyclo[2](5,8)quinolinophane-derived P,N-bidentate planar chiral ligands have been synthesised and their effectiveness in asymmetric catalysis tested in palladium-catalysed allylic malonylation of 1,3-diphenylpropenyl acetate. T

Truly catalytic Meerwein-Ponndorf-Verley (MPV) reduction

A truly catalytic version of MPV reduction system has been developed. Herein p-nitrobenzaldehyde has been completely reduced at room temperature within 15 minutes using catalytic amounts of aluminium isopropoxide modified by trifluoroacetic acid and just one mole equivalent of isopropyl alcohol as external hydride source.

Chiral bidentate [N,S]-ferrocene ligands based on a thiazoline framework. Synthesis and use in palladium-catalyzed asymmetric allylic alkylation

An efficient method to obtain chiral 1,2-disubstituted ferrocenyl ligands has been developed. The introduction of planar chirality was accomplished by using 2-thiazoline as an ortho-directing lithiation group, and moreover, these kinds of ligands possess

Bis(silylenyl)-substituted ferrocene-stabilized η6-arene iron(0) complexes: Synthesis, structure and catalytic application

Reaction of FeX2(thf)n (X = Cl n = 1.5, Br n = 2) with the chelating 1,1′-bis(silylenyl)-substituted ferrocene ligand SiFcSiA (Fc = ferrocendiyl, Si = PhC(NtBu)2Si:) furnishes the corresponding dihalido Fe(ii) complexes [(SiFcSi)FeX2] (X = Cl, 1 and X = Br, 2) in high yields. Reduction of the latter with an excess of KC8 in the presence of benzene and toluene leads to the unprecedented bis(silylene) stabilized Fe0 complexes [(SiFcSi)Fe-η6(C6H6)] 3 and [(SiFcSi)Fe-η6(C7H8)] 4, respectively. The 57Fe M?ssbauer spectrum of 3 at 13 K exhibits parameters (σ = 0.3676 mm s-1; ΔEQ = 1.334 mm s-1) which are consistent with the presence of a pentacoordinated Fe0 atom in a pseudo trigonal-bipyramidal coordination environment, with two dative Si→Fe bonds and three coordination sites occupied by the η6-coordinated arene ligand. Results from DFT calculations, 57Fe M?ssbauer parameters and the diamagnetic NMR spectra confirm the redox-innocent nature of these ligands and the zero oxidation state of the iron center. The catalytic ability of 3 was investigated with respect to ketone hydrogenation. In all cases, good to excellent yields to the corresponding alcohols were obtained at 50 °C and 50 bar H2 pressure. Electron-donating as well as -withdrawing substituents were tolerated with excellent to good yields. Conversions of bulkier ketones and unactivated aliphatic ketones lead merely to moderate yields. This represents the first example of a silylene-iron metal complex which has been utilized as a highly active precatalyst in the hydrogenation of ketones. The results underline the powerful ability of chelating bis(N-heterocyclic silylene) ligands acting as strong σ-donor ligands in stabilizing a new generation of low-valent, electron-rich transition metal complexes for catalytic transformations.

One-pot two-step reaction of selenosulfonate with isocyanides and allyl alcohol under aqueous conditions: Atom-economic synthesis of selenocarbamates and allyl sulfones

In many reactions involving selenosulfonate or thiosulfonate, the sulfone group often leaves in form of benzenesulfinic acid or sodium benzenesulfinate. A one-pot two-step reaction of selenosulfonate with isocyanides and allyl alcohol under aqueous conditions to afford selenocarbamates and allyl sulfone compounds is reported. The sulfinic acid as the first-step side product is converted to the allyl sulfone compound by water promoted reaction with allyl alcohol. Water acts as both an oxygen source of selenocarbamates and as a promoter to drive the second step reaction. The reactions have the advantages of mild conditions, green, environment-friendly, and high atomic economy.

Palladium-catalyzed asymmetric allylic alkylation using C2-symmetric chiral bidentate bis(N-heterocyclic carbene) ligands with the o-xylylene framework

An asymmetric allylic alkylation reaction of 1,3-diphenylprop- 2-en-1-yl acetate with dimethyl malonate was examined using C2-symmetric chiral bidentate bis(N-heterocyclic carbene)- based palladium catalysts. The alkylated product was obtained

Palladium-Catalyzed Synthesis of α-Methyl Ketones from Allylic Alcohols and Methanol

One-pot synthesis of α-methyl ketones starting from 1,3-diaryl propenols or 1-aryl propenols and methanol as a C1 source is demonstrated. This one-pot isomerization-methylation is catalyzed by commercially available Pd(OAc)2 with H2O as the only by-product. Mechanistic studies and deuterium labelling experiments indicate the involvement of isomerization of allyl alcohol followed by methylation through a hydrogen-borrowing pathway in these isomerization-methylation reactions.

Pd-Catalyzed Nazarov-Type Cyclization: Application in the Total Synthesis of β-Diasarone and Other Complex Cyclopentanoids

We describe the palladium-catalyzed Nazarov-type cyclization of easily accessible (hetero)arylallyl acetates to pentannulated (hetero)arenes. This method provides ready access to various types of bi-, tri-, tetra-, and pentacyclic cyclopentanoids under ne