81329-28-4

Upstream product

• 4333-76-0 1-(4-bromophenyl)-1-phenylethene 
• 544-92-3 copper(I) cyanide 
• 87273-96-9 4-(1-hydroxy-1-phenylethyl)benzonitrile 
• 87273-92-5 2-(p-bromophenyl)-2-ethoxy-2-phenylethyl bromide 
• 100-42-5 styrene 
• 32792-60-2 4-nitrophenyl 4-cyanobenzoate 
• 623-00-7 4-bromobenzenecarbonitrile 
• 14900-39-1 phenylvinylboronic acid 
• 108-86-1 bromobenzene 
• 1228679-31-9 (E)-N'-(1-(4-cyanophenyl)ethylidene)-4-methylbenzenesulfonohydrazide 
• 98-80-6 phenylboronic acid 
• 66107-32-2 4-cyanophenyl trifluoromethanesulfonate 
• 98-81-7 1-bromovinylbenzene 
• 126747-14-6 4-cyanophenylboronic acid 

Downstream Products

• 150253-69-3 4-(1-phenylcyclopropyl)benzonitrile 
• 81329-22-8 cis-1,2-di-(p-cyanophenyl)-1,2-diphenylcyclopropane 
• 169266-95-9 4-(2-methoxy-1-phenylethyl)benzonitrile 
• 23450-31-9 4-benzylbenzonitrile 
• 1503-49-7 p-cyanobenzophenone 
• 125847-21-4 1-(4-cyanophenyl)-1-phenylethane 
• 74232-87-4 4-(3-Cyano-1-phenyl-propyl)-benzonitrile 
• 1420475-72-4 C₁₆H₁₅NO 
• 150253-70-6 N-<<4-(1-phenylcyclopropyl)phenyl>methyl>-1-naphthalenemethanamine 
• 110931-98-1 4-(1-phenylcyclopropyl)benzylamine 
• 29265-82-5 p-methoxycarbonyl-1,1-diphenylethylene 

Relevant academic research and scientific papers

Radical C?H Bond Trifluoromethylation of Alkenes by High-Valent Copper(III) Trifluoromethyl Compounds

A general and selective method is developed that allows direct vinylic C?H bond trifluoromethylation of 1,1-diarylalkenes by a high-valent copper(III) trifluoromethyl complex, producing biologically active trifluoromethylated alkenes (as well as trifluoro

Reactivity of Carbenes in Aqueous Nanomicelles Containing Palladium Nanoparticles

Palladium nanoparticles ligated with inexpensive triphenylphosphine and amphiphile PS-750-M are suitable for exploring the reactivity of carbenes in aqueous nanomicelles. Nanocatalyst is highly selective for metal-carbene migratory insertion, and micelle

Electrochemically Enabled Carbohydroxylation of Alkenes with H2O and Organotrifluoroborates

Unprecedented hydroxy-alkynylation and -alkenylation reactions of arylalkenes have been developed through electrochemically enabled addition of an organotrifluoroborate reagent and H2O across the double bond of the alkene. The use of electrochemistry to promote these oxidative alkene 1,2-difunctionalization reactions not only obviates the need for transition-metal catalysts and oxidizing reagents but also ensures high regio- and chemoselectivity to afford homopropargylic or homoallylic alcohols. The possibility of extending the electrochemical alkene difunctionalization strategy to other alkene carbo-heterofunctionalization reactions has been demonstrated.

Dehydrative Cross-Coupling of 1-Phenylethanol Catalysed by Palladium Nanoparticles Formed in situ under Acidic Conditions

A dehydrative cross-coupling of 1-phenylethanol catalysed by sugar derived, in situ formed palladium(0) nanoparticles under acidic conditions is realised. The acidic conditions allow for use of alcohols as a feedstock in metal-mediated coupling reactions via their in situ dehydration and subsequent cross-coupling. Extensive analysis of the size and morphology of the palladium nanoparticles formed in situ showed that the zero-valent metal was surrounded by hydrophilic hydroxyl groups. EDX-TEM imaging studies using a prototype silicon drift detector provided insight into the problematic role of molecular oxygen in the system. This increased understanding of the catalyst deactivation allowed for the development of the cross-coupling methodology. A 250-12,000 fold increase in molar efficiency was observed when compared to related two-step protocols that use alternative feedstocks for the palladium-mediated synthesis of stilbenes. This work opens up a new research area in which the active catalyst is formed, stabilised and regenerated by a renewable sugar.

Mn(OAc)3-Mediated Synthesis of 3-Phosphonyldihydrofurans from β-Ketophosphonates and Alkenes

A new, general method for the synthesis of 3-phosphonyldihydrofuran derivatives has been achieved through Mn(OAc)3-mediated radical cyclization between β-ketophosphonates and alkenes. This transformation allows the direct formation of C-C/C-O bonds and the construction of a dihydrofuran ring in one reaction with operational simplicity and excellent functional-group compatibility.

Well-defined palladium(0) complexes bearing N-heterocyclic carbene and phosphine moieties: Efficient catalytic applications in the Mizoroki-Heck reaction and direct C-H functionalization

Two series of well-defined palladium(0) complexes with phosphine-functionalized N-heterocyclic carbene ligands were prepared. These complexes featured six- and seven-membered chelate rings in the two series. Among the seven-membered chelate complexes, those featuring the PCy2 moiety exhibited observable fluxional behavior on the NMR time scale, corresponding to the interchange between two sets of conformations. Most of these novel complexes were successfully structurally characterized by single-crystal X-ray diffraction studies. These two series of palladium(0) complexes were tested for their potential catalytic applications in two mechanistically distinct reactions, namely, Mizoroki-Heck coupling and direct C-H functionalization reactions. One of the six-membered chelate complexes was found to be an efficient pre-catalyst for mediating the coupling reactions between aryl chlorides and alkenes. The palladium(0) complex could also be effectively applied in the direct C-H functionalization reactions of aryl bromides with 1,2-dimethylimidazole.

AIBN-catalyzed oxidative cleavage of gem -disubstituted alkenes with O 2 as an oxidant

A 2,2-azobis(isobutyronitrile) (AIBN) catalyzed oxidative cleavage of gem-disubstituted alkenes with molecular oxygen as the oxidant has been described. Carbonyl compounds were obtained as the desired products in high yield under mild conditions. Based on previous documents and current experimental results, a relatively reasonable mechanism is proposed.

Selective arylation and vinylation at the α position of vinylarenes

In intermolecular Heck reactions of styrene and vinylarenes, the aryl and vinyl groups routinely insert at the β position. However, selective insertion at the α position has been very rare. Herein, we provide a missing piece in the palette of Heck reaction, which gave >20:1 α selectivity. The key to our success is a new ferrocene 1,1′-bisphosphane (dnpf) that carries 1-naphthyl groups. Our mechanistic studies revealed that the high α selectivity is partly attributable to the steric effect of dnpf. The rigid and bulky 1-naphthyl groups of dnpf sterically disfavor β insertion. What the Heck! In intermolecular Heck reactions, insertion at the β position of aromatic olefins is very common, but reversal of the selectivity for selective α insertion has been a longstanding problem. A general method to couple aryl and vinyl triflates with aromatic olefins in >20:1 α selectivity is presented. The key to this successful approach is a new ferrocene bisphosphane with naphthyl groups on the phosphorus atom (see scheme; OTf=triflate). Copyright

A general method for Suzuki-Miyaura coupling reactions using lithium triisopropyl borates

Conditions for the Suzuki-Miyaura coupling of lithium triisopropyl borates are reported, as well as a procedure for a one-pot lithiation, borylation, and subsequent Suzuki-Miyaura coupling of various heterocycles with aryl halides. These borate species are much more stable toward protodeboronation than the corresponding boronic acids and can conveniently be stored on benchtop at room temperature.

Pd-catalyzed oxidative cross-coupling of N-tosylhydrazones with arylboronic acids

The Pd-catalyzed reaction of N-tosylhydrazones and arylboronic acids provides olefin derivatives. This oxidative cross-coupling is suggested to proceed through a migratory insertion process of a Pd carbene intermediate.