17404-87-4

Upstream product

• 100-42-5 styrene 
• 67-56-1 methanol 
• 59-85-8 p-chloromercuribenzoic acid 
• 1100-88-5 benzyltriphenylphosphonium chloride 
• 1571-08-0 methyl 4-formylbenzoate 
• 2417-72-3 Methyl 4-(bromomethyl)benzoate 
• 100-52-7 benzaldehyde 
• 1080-32-6 O,O-diethyl benzylphosphonate 
• 103-64-0 bromostyrene 
• 619-44-3 methyl 4-iodobenzoate 
• 619-42-1 4-methoxycarbonylphenyl bromide 

Downstream Products

• 1149-18-4 (E)-methyl 4-styrylbenzoate 
• 52380-62-8 1-(4-methoxycarbonylphenyl)-2-phenylethane-1,2-dione 
• 6158-54-9 methyl 4-Benzoylbenzoate 
• 108837-13-4 trans-4-(3-phenyloxiran-2-yl)benzoic acid methyl ester 
• 4714-21-0 4-methylstilbene 
• 5345-98-2 methyl 3-phenanthrenecarboxylate 
• 7329-77-3 stilbene-4-carboxylic acid 

Relevant academic research and scientific papers

Synthesis of dendrimers terminated by DABCO ligands and applications of its palladium nanoparticles for catalyzing Suzuki-Miyaura and Mizoroki-Heck couplings

A new kind of silica-supported third-generation dendrimers capped by 1,4-diaza-bicyclo[2.2.2]octane (DABCO) group-stabilized palladium(0) nanoparticles, and their enhanced catalytic activity in Suzuki-Miyaura and Mizoroki-Heck reactions in excellent yield under mild conditions, was reported. The resulting silica-supported dendrimer-stabilized palladium(0) nanoparticles with a particle size of 10-20 nm were prepared in situ by treatment with PdCl2 and hydrazine in ethanol at 60 °C for 24 h. The catalyst as prepared was characterized by FT-IR, X-ray diffraction, thermal analysis, elementary analysis (EA), scanning electron microscopy and transmission electron microscopy. Recycling experiments showed that the catalyst could be easily recovered by simple filtration and reused for up to five cycles without losing its activity.

A Practice of Reticular Chemistry: Construction of a Robust Mesoporous Palladium Metal-Organic Framework via Metal Metathesis

Constructing stable palladium(II)-based metal-organic frameworks (MOFs) would unlock more opportunities for MOF chemistry, particularly toward applications in catalysis. However, their availability is limited by synthetic challenges due to the inertness of the Pd-ligand coordination bond, as well as the strong tendency of the Pd(II) source to be reduced under typical solvothermal conditions. Under the guidance of reticular chemistry, herein, we present the first example of an azolate Pd-MOF, BUT-33(Pd), obtained via a deuterated solvent-assisted metal metathesis. BUT-33(Pd) retains the underlying sodalite network and mesoporosity of the template BUT-33(Ni) and shows excellent chemical stability (resistance to an 8 M NaOH aqueous solution). With rich Pd(II) sites in the atomically precise distribution, it also demonstrates good performances as a heterogeneous Pd(II) catalyst in a wide application scope, including Suzuki/Heck coupling reactions and photocatalytic CO2 reduction to CH4. This work highlights a feasible approach to reticularly construct noble metal based MOFs via metal metathesis, in which various merits, including high chemical stability, large pores, and tunable functions, have been integrated for addressing challenging tasks.

Aminomethylpyridinequinones as new ligands for PEPPSI-type complexes

A set of six new catalysts possessing quinone moieties in a pyridine ligand was synthesized and fully characterized by standard analytical techniques, including X-Ray crystallography. The results obtained in Suzuki and Mizoroki–Heck cross-coupling reactions catalyzed by quinone-based compounds were comparable to these obtained in the presence of the original PEPPSI complex designed by Organ. DFT calculations allow to see the structural and electronic factors to describe their similarity. On the other hand, steric maps and NCI plots were the tools to have a more global view of the systems studied, leaving the sphere of reactivity around the metal.

Synthetic method of toluylene compound

The invention relates to a synthetic method of a toluylene compound. According to the reaction, aryl halide or mixed halides and alkene bromine are used as a substrate. Under the action of a catalyst, a ligand, a reducing agent and an additive, the substrate in ice-water bath is slowly heated to room temperature and a mild reaction is carried out for 8-12 h so as to obtain the toluylene compound. The method has advantages of cheap catalyst metal, mild reaction, one-step reaction, simple step, short reaction time, safe operation, high yield, etc.

A stilbene compound of preparation method

The invention provides a preparation method of toluylene compounds. A deep eutectic solvent formed by use of choline chloride and amide is taken as a reaction solvent, and substituted or unsubstituted diethyl benzylphosphonate and substituted or unsubstituted benzaldehyde are taken as raw materials to have a Wittig-Horner reaction under catalysis of an alkali, and consequently, the toluylene compounds can be obtained. According to the preparation method, the deep eutectic solvent formed by use of choline chloride and amide is taken as the reaction solvent, and the solvent is suitable for the synthesis of the toluylene compounds; the preparation method has the advantages of good universality, mild reaction conditions, convenient operations, low cost, environmental friendliness and the like, and is suitable for industrial production.

Controlled synthesis of uniform palladium nanoparticles on novel micro-porous carbon as a recyclable heterogeneous catalyst for the Heck reaction

Novel dual-porous carbon-supported palladium nanoparticle (Pd NP) catalysts were prepared by sequential carbonization and reduction of microporous organic polymer-encaged PdCl2. The diverse pore structure of microporous organic polymers provides a reservoir for the palladium precursors and prevents Pd NPs from sintering during the carbonization and reaction. The microporous structure has a significant effect on the size and dispersion of palladium NPs. The average size of the Pd NPs (in the range of 4-6 nm) was tuned by changing the pore size distribution and the carbonization temperature. The resulting carbon-supported Pd NPs were characterized by TEM, BET, XRD, and XPS and the Pd loading was calculated by AAS. The encaged Pd NP catalysts prepared by this methodology exhibited outstanding stability and reusability in the Heck reaction and could be reused at least 10 times without appreciable loss of activity.

Silica-supported terpyridine palladium(II) complex as an efficient and reusable catalyst for Heck and Suzuki cross-coupling reactions

Silica-supported terpyridine palladium(II) was prepared and used as an effective and recyclable catalyst in Mizoroki-Heck and Suzuki-Miyaura coupling reactions. The catalyst was very effective for the Mizoroki-Heck reaction of aryl halides with olefins and conversion was in most cases excellent. The catalyst showed good thermal stability (up to 230 °C) and could be recovered and reused for four reaction cycles. The Suzuki coupling of aryl iodides with aryl boronic acids in the presence of the catalyst was also investigated and the reaction proceeded with a short reaction time and excellent conversion.

Syntheses, characterization and catalytic application of palladacycles containing phosphane or phosphane oxide functionalities

The preparation of ligand precursors PhN=C(CMe2)(NPh)-C= N(CH2)2PPh2 (1) and PhN=C(CMe 2)(NPh)C=N(CH2)2P(O)-Ph2 (2) are described. Treatment of 1 or 2 with 1 molequiv. Pd(OAc)2 affords orthometallated palladium(II) complexes [PhN=C(CMe2)(N- η1-Ph)C=N(CH2)2PPh2]Pd(OAc) (3) as a mononuclear complex or {[PhN=C(CMe2)(N-η1-Ph)C=N- (CH2)2P(O)Ph2]Pd(OAc)}2 (4) as an acetate-bridged dinuclear complex, respectively. Reaction of 3 with excess LiCl in methanol affords a mononuclear palladium(II) complex [PhN=C(CMe 2)(N-η1-Ph)C=N(CH2)2PPh 2]PdCl (5). The crystal and molecular structures are reported for compounds 3-5. Application of these novel palladacyclic complexes to the Suzuki and Heck reactions with aryl halide substrates was examined. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.

Alpha-helical mimetics

Benzoyl urea derivatives that are alpha helical peptides mimetics that mimic BH3-only proteins, compositions containing them, their conjugation to cell-targeting-moieties, and their use in the regulation of cell death are disclosed. The benzoyl urea derivatives are capable of binding to and neutralizing pro-survival Bcl-2 proteins. Use of benzoyl urea derivatives in the treatment and/or prophylaxis of diseases or conditions associated with deregulation of cell death are also described.

Use of functionalized onium salts as a soluble support for organic synthesis

The invention relates to the use of a onium salt functionalized by at least one organic function, as a soluble support, in the presence of at least one organic solvent, for organic synthesis of a molecule, in a homogenous phase, by at least one transformation of said organic function. The onium salt enables the synthesized molecule to be released. The onium salt is present in liquid or solid form at room temperature and corresponds to formula A1+, X1?, wherein A1+ represents a cation and X1? represents an anion.