122091-53-6

Upstream product

• 99-86-5 1-methyl-4-isopropyl-1,3-cyclohexadiene 
• 36553-42-1 ethyl β-methyl-β-(p-methylphenyl)glycidate 
• 88416-64-2 2-(4-methylphenyl)-1,2-propanediol 
• 622-97-9 1-ethenyl-4-methylbenzene 
• 201230-82-2 carbon monoxide 
• 99-87-6 4-methylisopropylbenzene 
• 2698-14-8 1-methyl-4-(prop-1-enyl)benzene 
• 75316-54-0 (E)-1-methoxy-2-(p-tolyl)propene 
• 91763-93-8 1-Aethoxy-2-p-tolyl-propan-2-ol 
• 2077-30-7 (E)-1-methyl-4-(prop-1-enyl)benzene 
• 42432-27-9 p-methyl-α-methylstyrene oxide 
• 7664-93-9 sulfuric acid 
• 4371-50-0 para-cymen-9-ol 
• 1195-32-0 1-methyl-4-isopropenylbenzene 

Downstream Products

• 4371-50-0 para-cymen-9-ol 
• 99-72-9 2-p-tolyl-propionaldehyde 
• 2109-18-4 2-p-tolyl-propionaldehyde-semicarbazone 
• 19876-64-3 α,4-Dimethylbenzenebutanol 
• 145987-17-3 (E)-4-p-Tolyl-pent-2-enoic acid ethyl ester 
• 75316-57-3 1-bromo-2-(4-tolyl)-propane 
• 75316-58-4 2-<1-(4-tolyl)-ethyl>-1,3-dithiane 
• 82632-53-9 4-p-Tolyl-pent-1-yn-3-ol 
• 40460-72-8 (4-Methoxy-phenyl)-((E)-2-p-tolyl-propenyl)-amine 
• 40460-61-5 2-(4-Methylphenyl)-propionaldehyd-methylimin 
• 99-94-5 p-Toluic acid 
• 108-88-3 toluene 
• 367912-35-4 2-(4-methylphenyl)propylidenemalonodinitrile 

Relevant academic research and scientific papers

Rhodium-containing hypercross-linked polystyrene as a heterogeneous catalyst for the hydroformylation of olefins in supercritical carbon dioxide

A simple procedure for the incorporation of rhodium nanoparticles into a hypercross-linked polystyrene matrix is developed. The prepared heterogeneous catalyst shows high activity in the hydroformylation of olefins in supercritical carbon dioxide, and can be recycled six times without any noticeable decrease in productivity.

A FACILE PREPARATION OF 2-ARYLPROPIONALDEHYDE FROM 1-ARYL-1-PROPENE

1-Aryl-1-propenes were converted into the corresponding 2-arylpropionaldehydes in high yields by treatment with iodine and silver(I)oxide in aqeous dioxane at room temperature.

Modified graphene oxide as a support for rhodium nanoparticles active in olefin hydroformylation

A new two-step procedure for modifying graphene oxide by the methylation of its surface with trimethyl-o-formate followed by the treatment with methyl iodide was developed. The methylation product was used as a support for the formation of rhodium nanoparticles. The obtained samples of graphene oxide containing rhodium nanoparticles were characterized by IR spectroscopy, X-ray fluorescence spectroscopy, and transmission electron microscopy. The Rh-containing nanocomposites were used as atalysts for the hydroformylation of olefins in upercritical carbon dioxide and organic solvents.

Rhodium/bisphosphite catalytic system for hydroformylation of styrene and its derivatives

Different kinds of mono- and bidentate phosphite ligands were used in Rh-catalyzed hydroformylation of styrene to illustrate the influence of steric and electronic properties of ligands on catalytic performance. High activity (99.9%) and good regioselectivity (85.4%) to the linear aldehyde were achieved under optimum conditions in the presence of Rh/bisphosphite complex (bisphosphite: 2,2′-bis(dipyrrolylphosphinooxy)-1,1′-(±)- binaphthyl). This system makes it possible to prepare functionalized terminal aldehydes from readily available styrene or its derivatives through hydroformylation with high linear selectivity. Copyright

Palladium-Catalyzed Allenamide Carbopalladation/Allylation with Active Methine Compounds

A palladium-catalyzed allenamide carbopalladation/allylation with active methine compounds has been developed. Various indoles and isoquinolinones bearing a quaternary carbon center were achieved with good efficiency, a broad substrate scope and good functional group tolerance. This reaction underwent cascade oxidative addition, carbopalladation, and allylic alkylation, and two new C-C bonds were formed in one pot.

Synthesis of rac-ɑ-aryl propionaldehydes via branched-selective hydroformylation of terminal arylalkenes using water-soluble Rh-PNP catalyst

This work detailed the preparation of a class of water-soluble PNP ligands that differed by the nature of the substitute on phenyl ring of ligands. These ligands were incorporated into water-soluble rhodium-PNP complex catalysts that were used to regioselective hydroformylation of a series of terminal arylalkenes, providing efficient access to rac-α-aryl propionaldehydes in good to excellent yield (up to 97%) and branched-regioselectivity (up to 40:1 b/l ratio). Furthermore, gram-scale and diverse synthetic transformation demonstrated synthetic application of this methodology for non-steroidal antiinflammatory drugs.

Insight into decomposition of formic acid to syngas required for Rh-catalyzed hydroformylation of olefins

Formic acid (FA) is one kind of important bulk chemicals, which is recognized as a sustainable and eco-friendly energy carrier to transport H2 via dehydrogenation or CO via decarbonylation. Expectantly, FA upon decomposition into H2 and CO could be used as the syngas alternative for hydroformylation. In this paper, the behaviors of FA to release H2 as well as CO following the distinct pathways were carefully investigated for the first time, and then established a new hydroformylation protocol free of syngas. It was found that the atmospheric hydroformylation of olefins with formic acid (FA) as syngas alternative was smoothly fulfilled over Xantphos (L1) modified Rh-catalyst under mild conditions (80 °C, Rh concentration 1 mol %, 14 h), resulting in >90% conversion of the olefins along with the high selectivity to the target aldehydes (>93%). By using FA as syngas source, the side-reaction of olefin-hydrogenation was greatly depressed. The in situ FT-IR and the high-pressure 1H NMR spectroscopic analyses were applied to reveal how FA behaves dually as CO surrogate and hydrogen source over L1-Rh(acac)(CO)2 catalytic system, based on which the deeply insight into the catalytic mechanism of hydroformylation of olefins with FA as syngas alternative was offered.

Copper-catalyzed hydroformylation and hydroxymethylation of styrenes

Hydroformylation catalyzed by transition metals is one of the most important homogeneously catalyzed reactions in industrial organic chemistry. Millions of tons of aldehydes and related chemicals are produced by this transformation annually. However, most of the applied procedures use rhodium catalysts. In the procedure described here, a copper-catalyzed hydroformylation of alkenes has been realized. Remarkably, by using a different copper precursor, the aldehydes obtained can be further hydrogenated to give the corresponding alcohols under the same conditions, formally named as hydroxymethylation of alkenes. Under pressure of syngas, various aldehydes and alcohols can be produced from alkenes with copper as the only catalyst, in excellent regioselectivity. Additionally, an all-carbon quaternary center containing ethers and formates can be synthesized as well with the addition of unactivated alkyl halides. A possible reaction pathway is proposed based on our results. This journal is

Styrene Hydroformylation with In Situ Hydrogen: Regioselectivity Control by Coupling with the Low-Temperature Water–Gas Shift Reaction

The hydroformylation of olefins is one of the most important homogeneously catalyzed industrial reactions for aldehyde synthesis. Various ligands can be used to obtain the desired linear aldehydes in the hydroformylation of aliphatic olefins. However, in the hydroformylation of aromatic substrates, branched aldehydes are formed preferentially with common ligands. In this study, a novel approach to selectively obtain linear aldehydes in the hydroformylation of styrene and its derivatives was developed by coupling with a water–gas shift reaction on a Rh single-atom catalyst without the use of ligands. Detailed studies revealed that the hydrogen generated in situ from the water–gas shift is critical for the highly regioselective formation of linear products. The coupling of a traditional homogeneous catalytic process with a heterogeneous catalytic reaction to tune product selectivity may provide a new avenue for the heterogenization of homogenous catalytic processes.

Diaza-Crown Ether-Bridged Chiral Diphosphoramidite Ligands: Synthesis and Applications in Asymmetric Catalysis

A small library of diaza-crown ether-bridged chiral diphosphoramidite ligands was prepared. In the rhodium-catalyzed asymmetric hydrogenation and hydroformylation reactions, these ligands exhibited distinct properties in catalytic activity and/or enantioselectivity. Hydrogenated products with opposite absolute configurations could be obtained in high yields with excellent ee values by utilizing (S,S)-L1 and (S,S)-L3, respectively. Meanwhile, the addition of alkali metal cations caused variations in catalytic outcomes, showing the supramolecular tunability of these Rh/diphosphoramidite catalytic systems.