110295-96-0

Upstream product

• 32294-60-3 diphenyl ditelluride 
• 588-72-7 [(E)-2-bromoethenyl]benzene 
• 100-52-7 benzaldehyde 
• 155934-75-1 diethyl (phenyltelluromethyl)phosphonate 
• 55843-74-8 phenyltellurenyl iodide 
• 536-74-3 phenylacetylene 
• 62072-25-7 (E)-2-phenylethenyldicyclohexylborane 
• 76002-35-2 C₁₉H₁₇OPTe 
• 6783-05-7 trans-2-phenylvinylboronic acid 
• 55843-71-5 phenyltellurenyl bromide 
• 103-64-0 bromostyrene 
• 621-82-9 Cinnamic acid 
• 591-51-5 phenyllithium 

Downstream Products

• 93-58-3 benzoic acid methyl ester 
• 19713-73-6 methyl (2Z)-3-phenylprop-2-enoate 
• 103-26-4 Methyl cinnamate 
• 4714-21-0 E-1-methyl-4-styryl-benzene 
• 37985-11-8 (E,E)-1-(4-methylphenyl)-4-phenylbuta-1,3-diene 
• 101552-30-1 1-Methyl-4-((1E,3Z)-4-phenyl-buta-1,3-dienyl)-benzene 
• 645-49-8 cis-stilben 
• 103-30-0 (E)-1,2-diphenyl-ethene 
• 886-65-7 trans,trans-1,4-Diphenyl-1,3-butadiene 
• 5808-05-9 (1Z,3E)-1,4-diphenylbuta-1,3-diene 
• 5807-76-1 (1Z,3Z)-1,4-diphenylbuta-1,3-diene 
• 103606-73-1 (4E)-5-phenylpent-4-en-2-yn-1-ol 
• 588-59-0 stilbene 
• 886-65-7 1,4-diphenyl-1,3-butadiene 

Relevant academic research and scientific papers

Stereoselective synthesis of E-vinyltellurides by the reaction of vinylic zirconium with ArTeTeAr

1-Alkynes react with Cp2Zr(H)Cl (Cp = η-C5H5) giving vinylzirconium complexes, which are trapped with diarylditellurides to afford (E)-vinylic tellurides.

Hypervalent iodine in synthesis 45: A simple method for stereoselective synthesis of vinylic tellurides

Vinylic tellurides have been prepared stereoselectively by the reaction of sodium tellurolates with vinyl(phenyl)iodonium salts with retention or inversion of the configurations.

Superparamagnetic copper ferrite nanoparticles catalyzed aerobic, ligand-Free, regioselective hydroboration of alkynes: Influence of synergistic effect

We discovered a general and comprehensive approach for the regioselective hydroboration of terminal and internal alkynes to synthesize vinylboronates using inexpensive and magnetically separable copper ferrite nanoparticles at low catalyst loading using Bis(pinacolato)diboron in the absence of ligand and additives, under mild and greener conditions. A diverse range of functional groups was tolerated in the reaction, including allene and enones, and the corresponding boronates were obtained in high yields under air. Moreover, the assynthesized alkenylboronates were used as precursors to prepare wide variety of vinylorgano chalcogenides regioselectively, in high yields. The present protocol enable the conversion of Csp-H bonds to make Csp2-B bonds via activation of B-B bond, followed by formation of Csp2-Se (Te or S) bonds via activation of Se (Te or S)- Se (Te or S) bonds in a regioselective manner. Deuterium isotope labeling studies showed that the proton source of vinyl boronate stem from the solvent employed.

Copper nanoparticles catalyzed Se(Te)-Se(Te) bond activation: A straightforward route towards unsymmetrical organochalcogenides from boronic acids

A highly porous copper metal-organic framework, [Cu3(BTC)2] (BTC=benzene-1,3,5-tricarboxylate) was synthesized and used as a precursor for the synthesis of copper nanoparticles (NPs) and characterized by several techniques, including XRD, SEM, TEM, EDX and BET measurements. The as-synthesized copper nanoparticles were immobilized onto activated charcoal (AC) by means of ultrasonication at room temperature without any pretreatment. The Cu NPs/AC was employed as a heterogeneous catalyst for the cross-coupling of diphenyl diselenide and boronic acids to form diphenyl selenides through Se-Se bond activation under ligand-, base-, and additive-free conditions. The copper NPs/AC, which combines the architecture of MOFs and the high surface area of charcoal, could be an efficient heterogeneous catalytic system that is compatible with a variety of substituents on diphenyl selenides. Its promising catalytic activity relative to that of other homogeneous systems and low catalyst loading for the synthesis of unsymmetrical diaryl selenides is an important application in the area of nanocatalysis. The Cu NPs/AC catalyst, which exhibits excellent catalytic activity and remarkable tolerance to a wide variety of substituents, led to Se sp3-, sp2-, and sp-carbon bond formation by using DMSO as a solvent and atmospheric air as oxidant. This approach can also be extended to the preparation of unsymmetrical organotelluride derivatives. Three-in-one catalyst: Copper nanoparticles on activated charcoal show excellent catalytic activity towards the synthesis of unsymmetrical chalcogenides, starting from boronic acids, in air under ligand-, base-, and additive-free conditions, and resulting in selenium sp3-, sp2-, and sp-carbon bond formation.

Transition-metal free synthesis of diaryl vinyl selenides: A simple synthetic approach with high selectivity

A simple, highly efficient synthetic protocol is developed for the synthesis of unsymmetrical diaryl vinyl selenides from diaryldiselenide and β-bromo styrene under transition-metal free conditions in N,N′-dimethyl propylene urea and 130 °C to afford high yields and excellent selectivities. This method provides a new strategy to fabricate a wide variety of important substituted molecular skeletons and an alternative to conventionally used metal salts, additives, and ligands.

Glycerol/CuI/Zn as a recyclable catalytic system for synthesis of vinyl sulfides and tellurides

A convenient approach to the Cu-catalyzed coupling of diphenyl disulfide and diphenyl ditelluride with vinyl bromides using a recyclable catalytic system and glycerol as a green solvent is described. This protocol was efficiently used in the preparation of vinyl sulfides and vinyl tellurides with a variety of substituents in good yields and stereoselectively. The solvent/catalyst system was directly reused for four cycles without loss of activity.

Glycerol as a promoting medium for cross-coupling reactions of diaryl diselenides with vinyl bromides

We described herein the use of glycerol as a novel solvent in the cross-coupling reaction of diaryl diselenides with vinyl bromides catalyzed by CuI. This cross-coupling reaction was performed with diaryl diselenides and (Z)- or (E)-vinyl bromides bearing electron-withdrawing and electron-donating groups, affording the corresponding vinyl selenides in good to excellent yields. The mixture glycerol/catalyst can be directly reused for further cross-coupling reactions.

A simple and general preparation of vinylic sulfides, selenides and tellurides

A general method for the synthesis of vinylic chalcogenides by nucleophilic and Ni-catalyzed vinylic substitution on vinylic halides by phenyl chalcogenolates is described. The reactions were regio and stereoselective for the nickel catalyzed substitution

Convenient synthesis of unsymmetrical organochalcogenides using organoboronic acids with dichalcogenides via cleavage of the S-S, Se-Se, or Te-Te bond by a copper catalyst

(Chemical Equation Presented) This article describes the methodology for a copper-catalyzed preparation of numerous monochalcogenides from dichalcogenides with organoboronic acids. Unsymmetrical diorgano-monosulfides, selenides, and tellurides can be synthesized by the coupling of dichalcogenides with aryl- or alkylboronic acids using a copper catalyst in air. The present reaction can take advantage of both organochalcogenide groups on dichalcogenide.

Preparation and reactivity of phenyltelluroalkylphosphine oxides. Vinylic tellurides

Phenyltelluromethyldiphenylphosphine oxide was prepared by the reaction of methyldiphenylphosphine oxide with base and PhTeBr. The telluromethylphosphine oxide reacts with aldehydes and ketones to give the corresponding vinylic tellurides, with preferential E stereochemistry for aryl aldehydes and Z for alkyl aldehydes.