29576-99-6

Upstream product

• 591-50-4 iodobenzene 
• 624-48-6 dimethyl cis-but-2-ene-1,4-dioate 
• 98-88-4 benzoyl chloride 
• 624-49-7 dimethylfumarate 
• 67-56-1 methanol 
• 201230-82-2 carbon monoxide 
• 536-74-3 phenylacetylene 
• 762-42-5 dimethyl acetylenedicarboxylate 
• 71-43-2 benzene 
• 71022-74-7 (E)-1,2-diiodostyrene 
• 74-88-4 methyl iodide 
• 334927-88-7 2-hydroxy-2-phenylsuccinic acid dimethyl ester 
• 100-58-3 phenylmagnesium bromide 
• 582-25-2 Potassium benzoate 

Downstream Products

• 114030-75-0 (R)-(-)-dimethyl 2-phenylsuccinate 
• 15463-92-0 (S)-(+)-dimethyl 2-phenylsuccinate 
• 15463-92-0 dimethyl 2-phenylsuccinate 

Relevant academic research and scientific papers

The influence of reaction temperature on the oscillatory behaviour in the palladium-catalysed phenylacetylene oxidative carbonylation reaction

This paper reports the influence of reaction temperature on the occurrence and characteristics of pH oscillations that are observed during the palladium-catalysed phenylacetylene oxidative carbonylation reaction in a catalytic system (PdI2, KI,

Palladium-catalyzed selective carbonylation of (E)-1,2-diidoalkenes

A mild and selective palladium-catalyzed carbonylation of (E)-1,2-diiodoalkenes protocol for the synthesis of (E)-3-iodoacrylate esters and maleic diesters has been developed. In the presence of PdCI2, CuCl2, and CO, (E)-3-iodoacrylate esters and maleic diesters were obtained selectively in moderate yields. Noteworthysis that a clean inversion of configuration takes place in the palladium-catalyzed dicarbonylation of (E)-1,2-diiodoalkenes procedure.

Recyclable and reusable PdCl2(PPh3)2/PEG-400/H2O system for the hydrophenylation of alkynes with sodium tetraphenylborate

A stable and efficient PdCl2(PPh3)2/PEG-400/H2O catalytic system for the hydrophenylation reaction of alkynes has been developed. In the presence of 3 mol% PdCl2(PPh3)2 and 2 equiv. of HOAc, the hydrophenylation of both terminal and internal alkynes with sodium tetraphenylborate proceeded smoothly in a mixture of PEG-400 and water at room temperature or 50 °C to afford a variety of phenyl-substituted alkenes in moderate to high yields. The isolation of the products was easily performed by extraction with petroleum ether, and the PdCl2(PPh3)2/PEG-400/H2O system could be readily recycled and reused six times without apparent loss of catalytic activity.

Heteroleptic Copper-Based Complexes for Energy-Transfer Processes: E → Z Isomerization and Tandem Photocatalytic Sequences

Energy-transfer processes involving copper complexes are rare. Using an optimized heteroleptic copper complex, Cu(bphen)(XantPhos)BF4, photosensitized E → Z isomerization of olefins is demonstrated. The XantPhos ligand afforded sensitizers with improved catalyst stability, while the bphen ligand lengthened the excited-state lifetime. A series of 25 di- and trisubstituted alkenes underwent photoisomerization, including macrocycles and 1,3-enynes. Cu(bphen)(XantPhos)BF4 could also be employed in a tandem ATRA/photoisomerization process employing arylsulfonyl chlorides, an example of photoisomerization with halide-substituted olefins.

OSCILLATORY GELS

This invention relates to gels that undergo either oscillatory stepwise expansion or oscillatory expansion and contraction. An oscillatory reaction occurs within the gel, changing the conditions of the gel, and causing the gel to expand and optionally con

Decarboxylative olefination of potassium benzoates via bimetallic catalysis strategy

Abstract: A novel synthesis of styrene derivatives through decaroxylative olefination of potassium benzoates with alkynes using Pd2dba3/CuBr as catalyst system has been developed. The protocol proceeded smoothly and in most cases Z-alkene was the main product. Electron-rich potassium benzoates reacted more efficiently than those of electron-deficient substrates. Heteroaromatic and electron-deficient aryl alkynes were not consistent with this transformation. Graphical abstract: [Figure not available: see fulltext.].

From small molecules to polymeric catalysts in the oscillatory carbonylation reaction: Multiple effects of adding HI

The oscillatory palladium-catalysed carbonylation reaction opens new horizons for applications in smart materials due to the versatility of its conditions and substrates, as well as the adjustability of amplitude and period of pH oscillations. A variety o

Asymmetric hydrogenation of maleic acid diesters and anhydrides

Asymmetric hydrogenation of maleic and fumaric acid derivatives with iridium catalysts based on N,P ligands provides an efficient route to chiral enantioenriched succinates. A new catalyst derived from a 2,6-difluorophenyl- substituted pyridine-phosphinite ligand was developed and enables the conversion of a wide range of 2-alkyl and 2-arylmaleic acid diesters into the corresponding succinates in high enantiomeric purity. Mixtures of cis/trans substrates can be hydrogenated in an enantioconvergent fashion with high enantioselectivity, and further enhances the scope of this transformation. The products are valuable chiral building blocks with a structural motif found in many bioactive compounds, such as metalloproteinase inhibitors. An attractive enantioselective route to 2-alkyl- and 2-aryl-substituted succinic acid derivatives is opened up by the asymmetric hydrogenation of maleic and fumaric acid derivatives, using the new catalyst [Ir(cod)L]BArF, derived from a 2,6-difluorophenyl-substituted pyridine-phosphinite ligand. The products are valuable chiral building blocks having a structural motif found in many bioactive compounds. cod=1,5-cyclooctadiene.

Palladium-catalyzed arylation of enoates with iodobenzene: Stereoselective synthesis of trisubstituted olefins

The Heck reaction between E- and Z-enoates and iodobenzene was studied in the presence of Pd(OAc)2. The stereochemistry in resulting adducts was dependent on the enoate geometry (stereospecific reaction). Best yields were obtained from Z-isomer

Steric effects on the stereochemistry of old yellow enzyme-mediated reductions of unsaturated diesters: Flipping of the substrate within the enzyme active site induced by structural modifications

The ene-reductase-mediated reduction of the carbon-carbon double bond of some alkyl 2- substituted butenedioates was investigated. The stereochemical outcome of the reaction was found to be influenced by steric effects. Ethyl and butyl citraconates were converted into the corresponding alkyl (R)-2-methylsuccinates with excellent enantioselectivity, whereas ethyl and butyl mesaconates were completely unreactive. Methyl 2-substituted fumarates were reduced to enantiomerically enriched methyl (S)-2-substituted succinates, whereas the (Z)-stereoisomers were left unreacted by enereductases. Labelling experiments were performed to investigate the mechanism of these bioreductions and explain their stereochemical outcome.