4279-81-6

Upstream product

• 101-81-5 Diphenylmethane 
• 621-62-5 chloroacetaldehyde diethyl acetal 
• 591-50-4 iodobenzene 
• 104-55-2 3-phenyl-propenal 
• 20017-67-8 3,3-diphenylpropan-1-ol 
• 530-48-3 1,1-Diphenylethylene 
• 201230-82-2 carbon monoxide 
• 15286-54-1 1-cyclohexyl-4-phenyl-1-azabuta-1,3-diene 
• 591-51-5 phenyllithium 
• 2629-47-2 diphenylantimony(III) chloride 
• 4407-36-7 (2E)-3-phenyl-2-propen-1-ol 
• 14371-10-9 (E)-3-phenylpropenal 
• 595-90-4 tetraphenyltin(IV) 
• 98-80-6 phenylboronic acid 

Downstream Products

• 3540-95-2 fenpiprane 
• 20017-67-8 3,3-diphenylpropan-1-ol 
• 96468-31-4 5,5-Diphenyl-2-diphenylmethyl-3-hydroxy-pentanal 
• 52108-30-2 (3,3-dimethoxypropane-1,1-diyl)dibenzene 
• 5966-41-6 N, N-diisopropyl-3,3-diphenylpropan-1-amine 
• 645390-54-1 4,5-bis(chloromethyl)-2-(2,2-diphenylethyl)-[1,3]dioxolane 
• 802914-20-1 6-(2,2-diphenyl-ethyl)-1,2,6,7,8,9-hexahydro-furo[3,2-f]isoquinoline 

Relevant academic research and scientific papers

THE PALLADIUM-CATALYZED CONJUGATE ADDITION TYPE REACTION OF ARYL IODIDES WITH α,β-UNSATURATED ALDEHYDES

α,β-Enals have been shown to react with aryl iodides in the presence of a palladium catalyst with selective formation of conjugate addition type products.

Cu-catalyzed remote transarylation of amines via unstrained C?C functionalization

Remote arylation of amines via C?C bon functionalization has not been reported yet. Herein, we develo the γ-transarylation of amines through the cleavage of unstraine C?C bond enabled by copper catalysis under mild conditions representing the example of utilization of unstrained C?C bond fo metal-catalyzed C?C cross-coupling. Mechanistic investigation reveal that the redox-neutral reaction undergoes an intercepte radical pathway to cleave the Csp2?Csp3 bond, followed by th combination with copper-catalyzed arylation reaction in th presence of aryl boronic acid to construct a new Csp2?Csp3 bond.

Rh-catalyzed 1,4-addition reactions of arylboronic acids accelerated by co-immobilized tertiary amine in silica mesopores

Mesoporous silica-supported Rh complex catalysts were prepared by simple silane-coupling, followed by complexation, and characterized by FT-IR, SEM, Rh K-edge XAFS, and elemental analysis. Local structures of the Rh complexes in each sample were almost similar to those of a nonporous silica-supported diaminorhodium complex. Co-immobilization of a tertiary amine on the same silica surface induced slight changes to the Rh complex structure in the case of the support with smaller pores. The prepared catalysts showed high activity for the 1,4-addition reaction of phenylboronic acids. Co-immobilization of the tertiary amine increased the reaction rate by more than 7-fold, with turnover number of nearly 8500. The catalytic performance achieved with this novel system is with much higher than that reported previously with a nonporous silica-supported catalyst. The mesoporous silica-supported Rh complex-tertiary amine showed a wide substrate scope, including unsaturated ketones and nitriles. This co-immobilized tertiary amine may activate phenylboronic acid to enhance its reactivity in the transmetalation step with Rh-OH species.

Supported Cobalt Nanoparticles for Hydroformylation Reactions

Hydroformylation of olefins has been studied in the presence of specific heterogeneous cobalt nanoparticles. The catalytic materials were prepared by pyrolysis of preformed cobalt complexes deposited onto different inorganic supports. Atomic absorption spectroscopy (AAS) measurements indicated a correlation of catalyst activity and cobalt leaching as well as a strong influence of the heterogeneous support on the productivity. These new, low-cost, easy-to-handle catalysts can substitute more toxic, unstable and volatile cobalt carbonyl complexes for hydroformylations on a laboratory scale.

4-Hydroxy-1,2,3-triazole moiety as bioisostere of the carboxylic acid function: a novel scaffold to probe the orthosteric γ-aminobutyric acid receptor binding site

The correct application of bio(iso)steric replacement, a potent tool for the design of optimized compounds, requires the continuous development of new isosters able to respond to specific target requirements. Among carboxylic acid isosters, as the hydroxy

Heck transformations of biological compounds catalyzed by phosphine-free palladium

The development and optimization of synthetic methods leading to functionalized biologically active compounds is described. Two alternative pathways based on Heck-type reactions, employing iodobenzene or phenylboronic acid, were elaborated for the arylation of eugenol and estragole. Cinnamyl alcohol was efficiently transformed to saturated arylated aldehydes in reaction with iodobenzene using the tandem arylation/isomerization sequential process. The arylation of cinnamyl alcohol with phenylboronic acid mainly gave unsaturated alcohol, while the yield of saturated aldehyde was much lower. Catalytic reactions were carried out using simple, phosphine-free palladium precursors and water as a cosolvent, following green chemistry rules as much as possible.

Chemo- and Regioselective Organo-Photoredox Catalyzed Hydroformylation of Styrenes via a Radical Pathway

An unprecedented, chemo- and regioselective, organo-photoredox catalyzed hydroformylation reaction of aryl olefins with diethoxyacetic acid as the formylation reagent is described. In contrast to traditional transition metal promoted ionic hydroformylation reactions, the new process follows a unique photoredox promoted, free radical pathway. In this process, a formyl radical equivalent, produced from diethoxacetic acid through a dye (4CzIPN) photocatalyzed, sequential oxidation-decarboxylation route, regio- and chemoselectively adds to a styrene substrate. Importantly, under the optimized reaction conditions the benzylic radical formed in this manner is reduced by SET from the anion radical of 4CzIPN to generate a benzylic anion. Finally, protonation produces the hydroformylation product. By using the new protocol, aldehydes can be generated regioselectively in up to 90% yield. A broad array of functional groups is tolerated in the process, which takes place under mild, metal-free conditions.

Regio- and Stereoselective Preparation of β,γ-Unsaturated Carboxylic Acids by One-Pot Sequential Double 1,6-Addition of Grignard Reagents to Methyl Coumalate

An efficient regio- and stereoselective metal-catalyzed addition of two Grignard reagents (homo-coupling, 2 RMgX or hetero-coupling, R1MgX+R2MgX) to methyl coumalate (methyl 2-oxo-2H-pyran-5-carboxylate) is described. This synthetic approach opens the access to a wide variety of functionalized β,γ-unsaturated carboxylic acids in a modular way. Control of the chemo- and stereoselectivity of this one-pot procedure is discussed. (Figure presented.).

Catalytic C-H Arylation of Aliphatic Aldehydes Enabled by a Transient Ligand

The direct arylation of aliphatic aldehydes has been established via Pd-catalyzed sp3 C-H bond functionalization in the presence of 3-aminopropanoic acids as transient directing groups. The reaction showed excellent functional group compatibility and chemoselectivity in which a predominant preference for functionalizing unactivated β-C-H bonds of methyl groups over others was achieved. In addition, C-H bonds of unactivated secondary sp3 carbons can also be functionalized. The extreme popularity and importance of aliphatic aldehydes would result in broad applications of this novel method in organic chemistry and medicinal sciences.

Bismuth-substituted "sandwich" type polyoxometalate catalyst for activation of peroxide: Umpolung of the peroxo intermediate and change of chemoselectivity

The epoxidation of alkenes with peroxides by WVI, MoVI, VV, and TiIV compounds is well established, and it is well accepted that the active intermediate peroxo species are electrophilic toward nucleophilic substrates. Polyoxotungstates, for example, those of the "sandwich" structure, [WZn(TM-L)2(ZnW9O34)2]q- in which TM = transition metal and L = H2O, have in the past been found to be excellent epoxidation catalysts. It has now been found that substituting the Lewis basic BiIII into the terminal position of the "sandwich" polyoxometalate structure to yield [Zn2BiIII2(ZnW9O34)2]14- leads to an apparent umpolung of the peroxo species and formation of a nucleophilic peroxo intermediate. There are two lines of evidence that support the formation of a reactive nucleophilic peroxo intermediate: (1) More electrophilic sulfoxides are more reactive than more nucleophilic sulfides, and (2) nonfunctionalized aliphatic alkenes and dienes showed ene type reactivity rather than epoxidation pointing toward "dark" formation of singlet oxygen from the nucleophilic intermediate peroxo species. Allylic alcohols reacted much faster than alkenes but showed chemoselectivity toward C-H bond activation of the alcohol and formation of aldehydes or ketones rather than epoxidation. This explained via alkoxide formation at the BiIII center followed by oxidative β-elimination.