197635-86-2

Upstream product

• 55682-66-1 deca-1,3-diyne 
• 78-80-8 2-methylbut-1-en-3-yne 
• 106-38-7 para-bromotoluene 
• 121037-33-0 diisopropyl B-1-octynylboronate 
• 629-05-0 n-octyne 
• 106-43-4 para-chlorotoluene 
• 624-31-7 4-tolyl iodide 
• 104-85-8 para-methylbenzonitrile 
• 623-13-2 4-methylphenyl methylsulfide 
• 1774-36-3 bis(4-methoxyphenyl) sulfoxide 
• 137595-18-7 1-octynylzinc bromide 
• 16967-02-5 1-phenyl-1-octyne 
• 1576-35-8 toluene-4-sulfonic acid hydrazide 
• 98-59-9 p-toluenesulfonyl chloride 

Downstream Products

• 7686-25-1 1-methyl-4-octylbenzene 
• 1231256-08-8 1-((Z)-4-bromo-1-phenyldec-3-en-1-yn-3-yl)-4-methylbenzene 
• 1231256-09-9 1-((Z)-3-(bromo(p-tolyl)methylene)non-1-ynyl)benzene 
• 1258011-92-5 (7Z,9E)-8-tolylhexadeca-7,9-diene 

Relevant academic research and scientific papers

Palladium-catalyzed desulfitative Sonogashira-Hagihara cross-couplings of arenesulfonyl chlorides and terminal alkynes

For the first time, conditions have been found for the palladium-catalyzed desulfitative carbon-carbon cross-coupling of arenesulfonyl chlorides with aryl- and alkylacetylenes. Pd2(dba)3/P(t-Bu)3 and CuI provide the best c

Versatile and an efficient Sonogashira coupling reaction catalyzed with modified Pd-functionalized TMU-16 as a novel and reusable nanocatalyst

This research paper, reports the preparation of palladium impregnated [Zn2(BDC)2(4-bpdh)]3DMF (Pd@TMU-16) with a simple liquid impregnation-reduction method as a novel and efficient catalyst with the high catalytic performance for co

Pd nanoparticles loaded on modified chitosan-Unye bentonite microcapsules: A reusable nanocatalyst for Sonogashira coupling reaction

This work investigates the preparation of a catalytic complex of palladium nanoparticles supported on novel Schiff base modified chitosan-Unye bentonite microcapsules (Pd NPs@CS-UN). The complex has been characterized by FT-IR, EDS, XRD, TEM, HRTEM, Raman

Facile synthesis of Pd nanoparticles supported on a novel Schiff base modified chitosan-kaolin: Antibacterial and catalytic activities in Sonogashira coupling reaction

The present work studies the Sonogashira coupling reaction (SCR) between aryl halides and acetylenes under aerobic conditions using the catalytic complex of Pd nanoparticles (NPs) supported on a novel Schiff base modified chitosan-kaolin (Pd NPs@CS-Kao) in ethanol solvent. The prepared catalyst was characterized by TEM, SEM, FT-IR, XRD, EDS, XPS, elemental mapping, and Raman analyses. The products were formed in high yields. At the end of the reaction, Pd NPs@CS-Kao can be filtered and reused for five consecutive cycles. The advantages of this catalytic process include simple methodology, high yields, and easy work-up. In addition, Pd NPs@CS-Kao exhibited effective antibacterial performance against E. coli gram-negative bacteria.

Binuclear Pd(I)-Pd(I) Catalysis Assisted by Iodide Ligands for Selective Hydroformylation of Alkenes and Alkynes

Since its discovery in 1938, hydroformylation has been thoroughly investigated and broadly applied in industry (>107 metric ton yearly). However, the ability to precisely control its regioselectivity with well-established Rh- or Co-catalysts has thus far proven elusive, thereby limiting access to many synthetically valuable aldehydes. Pd-catalysts represent an appealing alternative, yet their use remains sparse due to undesired side-processes. Here, we report a highly selective and exceptionally active catalyst system that is driven by a novel activation strategy and features a unique Pd(I)-Pd(I) mechanism, involving an iodide-assisted binuclear step to release the product. This method enables β-selective hydroformylation of a large range of alkenes and alkynes, including sensitive starting materials. Its utility is demonstrated in the synthesis of antiobesity drug Rimonabant and anti-HIV agent PNU-32945. In a broader context, the new mechanistic understanding enables the development of other carbonylation reactions of high importance to chemical industry.

Preparation anchored Pd nanoparticles on glyoxal modified metal- organic framework for Sonogashira coupling reactions

UIO-66-NH2-Gl?Pd nanocatalyst was successfully synthesized during post-synthetic modification (PSM) method and its application was investigated in the Sonogashira coupling reactions. Initially, UIO-66-NH2 was synthesized and identifi

Efficient Sonogashira and A3 coupling reactions catalyzed by biosynthesized magnetic Fe3O4@Ni nanoparticles from Euphorbia maculata extract

In this work, biosynthesized Fe3O4@Ni nanoparticles using Euphorbia maculata aqueous have been used as effective catalysts in the synthesis of 2,3-disubstituted benzo[b]furan derivatives using three component coupling of aldehydes, s

Green, cost-effective and efficient procedure for Heck and Sonogashira coupling reactions using palladium nanoparticles supported on functionalized Fe3O4@SiO2 by polyvinyl alcohol as a highly active, durable and reusable catalyst

A novel heterogenized organometallic catalyst was synthesized by coordinating palladium with polyvinyl alcohol-functionalized Fe3O4@SiO2 nanospheres. This novel catalyst was characterized using Fourier transform infrared spectroscopy, X-ray diffraction, transmission electron microscope, field emission scanning electron microscope, dynamic light scattering, UV–vis spectroscopy, X-ray photoelectron spectroscopy, energy dispersive X-ray analysis, thermogravimetric analysis and inductively coupled plasma analysis. The prepared palladium nanoparticles supported on polyvinyl alcohol functionalized Fe3O4@SiO2 nanoparticles were successfully applied as a magnetically recyclable catalyst in Heck and Sonogashira coupling reactions in water. They showed remarkable activity toward aryl halides (I, Br, Cl) using very low palladium loading in excellent yields and demonstrated high TONs (mmol of product per mmol of catalyst). Also, the catalyst could be magnetically separated and reused seven times without any appreciable loss of catalytic activity.

Bis-salophen palladium complex immobilized on Fe3O4@SiO2 nanoparticles as a highly active and durable phosphine-free catalyst for Heck and copper-free Sonogashira coupling reactions

New Fe3O4@SiO2 core-shell superparamagnetic nanoparticles functionalized by a bis-salophen Schiff base Pd complex were synthesized and employed as an efficient magnetic nanocatalyst in the Heck and Sonogashira cross coupling reactions. The synthesized nanostructures were characterized by Fourier transform infrared spectroscopy (FT-IR), X-ray diffraction (XRD), dynamic light scattering (DLS), energy dispersive X-ray analysis (EDX), X-ray photoelectron spectroscopy (XPS), elemental analysis (CHN), cyclic voltammetry (CV), Brunauer-Emmett-Teller analysis (BET), and UV-vis spectroscopy. The morphology and size of the nanoparticles were investigated by FE-SEM and TEM analyses. Furthermore, the magnetic properties of the catalyst were investigated by VSM analysis. The loading content and leaching amounts of palladium on the catalyst were measured by inductively coupled plasma (ICP) analysis. Also, the thermal behavior of this magnetic heterogeneous catalyst was studied using a TGA instrument. This heterogeneous catalytic system showed a good performance in the coupling of aryl halides with alkynes (Sonogashira reaction) as well as aryl halides with alkene derivatives (Heck reaction). High to excellent yields were achieved for these C-C coupling reactions. The catalyst can be simply separated from the reaction media by an external magnet and reused for eight consecutive runs without any significant loss of activity. Finally, the kinetics of the reactions were studied in this work.

In Situ Generation of Alkynylzinc and Its Subsequent Negishi Reaction in a Flow Reactor

A highly efficient and convenient Negishi cross-coupling reaction has been developed for the synthesis of unsymmetrical alkynes and enynes in a continuous-flow process. The reaction proceeds through an in situ generated alkynylzinc reagent by the reaction of lithium acetylide with zinc halide at room temperature followed by a cross-coupling reaction with aryl or vinyl iodides. The notable features of this work compared to the conventional benchtop method are mild reaction conditions, good to excellent yields, broad functional-group compatibility, short residence time (73 sec) and especially desilylation of TMS group with the residence time of only 10.5 sec.