31145-08-1

Upstream product

• 91-66-7 N,N-diethylaniline 
• 645-00-1 m-iodonitrobenzene 
• 107-13-1 acrylonitrile 
• 2537-48-6 diethyl 1-cyanomethylphosphonate 
• 99-61-6 3-nitro-benzaldehyde 
• 4336-70-3 (cyanomethyl)triphenylphosphonium chloride 
• 1504-76-3 (E)-3-nitrocinnamaldehyde 
• 586-36-7 3-nitrophenyldiazonium tetrafluoroborate 

Downstream Products

• 82344-55-6 m-amino-cinnamonitrile 

Relevant academic research and scientific papers

Extended architectures constructed of thiourea-modified SBA-15 nanoreactor: A versatile new support for the fabrication of palladium pre-catalyst

We designed and synthesized a novel catalyst consisting of ordered mesoporous silica (SBA-15) functionalized with bis(thiourea) (BTU) linker. The regular and unique pore channels of BTU-SBA-15 ensure proper control of the size and homogeneous distribution of palladium nanoparticles. The physiochemical properties of the hybrid Pd?BTU-SBA-15 pre-catalyst were investigated using various techniques. The proposed catalyst is found to be very active, reusable, stable and scalable, and has excellent reactivity and selectivity for Suzuki and Heck coupling reactions under very mild and sustainable reaction conditions.

Palladium schiff base complex immobilized on magnetic nanoparticles: An efficient and recyclable catalyst for Mizoroki and Matsuda-Heck coupling

The present work elucidates the catalytic efficiency of palladium Schiff base complex immobilized on amine functionalized magnetic nanoparticles for Heck coupling of structurally different aryl halide/arenediazonium tetrafluoroborate with styrene/acrylate/acrylonitrile. Matsuda-Heck coupling proceeds in aqueous media at room temperature whereas Mizoroki-Heck coupling was carried out at 80 °C. Both reactions were successfully furnished with low catalyst loading. The catalyst was easily separated from reaction mixture and reused up to six times without significant loss of catalytic activity.

Selective and facile synthesis of α,β-unsaturated nitriles and amides with N-hydroxyphthalimide as the nitrogen source

The direct conversion of α,β-unsaturated aldehydes to corresponding nitriles promoted by Pd(OAc)2 and phthalic acid which was hydrolyzed from N-hydroxyphthalimide (NHPI) has been disclosed. Additionally, it was found that when water was used as the solvent, α,β-unsaturated amides was obtained as the main products in good to excellent yields. It was first reported that NHPI was utilized as the nitrogen source to synthesize α,β-unsaturated nitriles and amides from aldehydes. Control experiment demonstrated that aldehydes undergo a process of oximation and dehydration to form nitriles and amides.

Stepwise post-modification immobilization of palladium Schiff-base complex on to the OMS-Cu (BDC) metal–organic framework for Mizoroki-Heck cross-coupling reaction

Palladium ions were successfully immobilized within the pores of open metal site (OMS) metal organic frameworks (MOFs) with Schiff-base (2-Py-SI) grafted in OMS-Cu (BDC) using the hydrothermal method. This Schiff-base complex on the Cu (BDC) greatly increased catalytic activity and acted as an efficient stabilizer of Pd ions. The hydrothermal method was a more efficient method for generating small metal ions in the MOF structures. The results revealed that the PdII@Cu (BDC)/2-Py-SI is a promising catalyst for the Mizoroki-Heck coupling reaction. The proposed catalyst has better recyclability and can be reused several times without apparent loss of activity.

Synthesis of hybrid interfacial silica-based nanospheres composite as a support for ultra-small palladium nanoparticle and application of PdNPs/HSN in Mizoroki-Heck reaction

The silica based hollow nanosphere (silica-HNS) containing polymer of polyaniline was synthesized and chosen as a promising support for PdNPs. Then it was applied as a green catalyst in the reaction of Heck coupling with high yield. TEM and SEM-EDX/mapping images were used to study the structure and morphology. FT-IR spectroscopy, Thermal gravimetry analysis (TGA), and BET were used to characterize and investigate the catalyst. Also, the amounts of Pd loading were characterized by ICP-AES technique. Catalyst recyclability showed 5 successful runs for the reaction.

Wittig Olefination Using Phosphonium Tetraphenylborate in the Absence of Additional Base

The thermal decomposition of (substituted methyl)triphenylphosphonium tetraphenylborates, which can also be generated in situ from the corresponding phosphonium halide and NaBPh4, with an aldehyde affords olefins in 22-100% yields. This Wittig olefination does not need use additional base to form phosphorus ylide, and is highly tolerant of benzoic acid.

Novel stereoselective synthesis of (E)-cinnamonitriles via Heck arylation of acrylonitrile catalysed by a silica-supported bidentate arsine palladium(0) complex

(E)-Cinnamonitriles have been synthesised stereoselectively in high yields via Heck arylation of acrylonitrile with aryl iodides catalysed by a silica-supported bidentate arsine palladium(O) complex. This polymeric palladium(0) complex can be recovered and reused without noticeable loss of activity.

Diphenylurea compounds

wherein: R1, R2, R3 and R4 independently represent hydrogen, halogen, or alkyl, alkoxy, hydroxy, cyano, optionally substituted amino, nitro, carboxy, alkoxycarbonyl, optionally substituted aminocarbonyl or carba

Stereoselective synthesis of (E)-cinnamonitriles via heck arylation of acrylonitrile and aryl iodides in water

Heck arylation of acrylonitrile and aryl iodides were carried out in the presence of catalytic amounts of Pd(OAc)2 and Bu4NBr in neat water and a variety of substituted (E)-cinnamonitriles were obtained in good yields under mild cond