1149-18-4

Upstream product

• 186581-53-3 diazomethane 
• 13041-75-3 (E)-4-stilbenecarboxylic acid 
• 2417-72-3 Methyl 4-(bromomethyl)benzoate 
• 100-52-7 benzaldehyde 
• 140-10-3 (E)-3-phenylacrylic acid 
• 127-09-3 sodium acetate 
• 619-45-4 4-methoxycarbonyl aniline 
• 71441-08-2 ethyl 4-(diethoxyphosphorylmethyl)benzoate 
• 124-41-4 sodium methylate 
• 100-42-5 styrene 
• 619-42-1 4-methoxycarbonylphenyl bromide 
• 67-56-1 methanol 
• 13041-79-7 (E)-1-cyano-4-styryl-benzene 
• 1449-46-3 benzyltriphenylphosphonium bromide 

Downstream Products

• 106737-34-2 (+/-)-erythro-α,α'-dihydroxy-bibenzyl-4-carboxylic acid 
• 74562-77-9 threo-1-Fluoro-1-<4'-(carbomethoxy)phenyl>-2-(pentafluoroethoxy)-2-phenylethane 
• 36092-33-8 4-[(1E)-2-(phenyl)ethenyl]benzenemethanamine 
• 150253-59-1 trans-4-chloromethylstilbene 
• 102009-55-2 diethyl-(4-trans-styryl-benzyl)-amine 
• 244059-02-7 4-(phthalimidomethyl)-trans-stilbene 
• 43122-57-2 trans-stilbene-carboxylic acid-⁽⁴⁾-(2-diethylamino-ethyl ester) 
• 100969-13-9 4-styrylbenzohydrazide 
• 1343464-91-4 methyl 4-(3-chlorobenzo[b]thiophen-2-yl)benzoate 
• 72301-34-9 threo-1-fluoro-2-hydroxy-1-<4-(carbomethoxy)phenyl>-2-phenylethane 

Relevant academic research and scientific papers

Rhodium-catalyzed coupling reaction of aroyl chlorides with alkenes

Aroyl chlorides react with acyclic and cyclic alkenes in the presence of a rhodium catalyst to give Mizoroki-Heck type and cyclization products, respectively. A rhodium-ethylene complex, [{RhCl(C2H 4)2}2], showed excellent performance for these reactions. Notably, the reactions can be conducted effectively under base- and phosphane-free conditions.

Silica-supported poly-γ-mercaptopropylsiloxane palladium(0) complex: A highly active and stereoselective catalyst for arylation of styrene and acrylic acid

A silica-supported poly-γ-mercaptopropylsiloxane palladium(0) complex was prepared from poly-γ-mercaptopropylsiloxane and palladium chloride in acetone, followed by reduction with hydrazine in ethanol. The complex is a highly active and stereoselective catalyst for arylation of styrene and acrylic acid affording a variety of trans-stilbenes and substituted trans- cinnamic acids in high yields.

Catalytic activity of Pd dithiolate complexes with large-bite-angle diphosphines in Heck coupling reactions

Palladium(II) complexes of aryl dithiolates and wide-bite-angle diphosphines Xantphos and dppf have been developed as efficient catalysts in Suzuki and Suzuki carbonylation reactions. The catalytic activity of these highly stable, discrete and charged complexes was investigated in Heck coupling reactions of styrene and a variety of aryl bromides. Under optimized reaction conditions these palladium complexes showed excellent activity with high turnover number (6 × 106) and high turnover frequency (4 × 105 h?1). The effect of bite angle of diphosphines on the catalytic activity of the complexes [Pd2(P∩P)2(SC12H8S)]2(OTf)4 followed the trend P∩P = Xantphos > dppf > dppe as the order of their bite angles. The catalyst could be reused, and after three cycles the formation of significant amount of Pd nanoparticles was noticed, which were characterized using powder X-ray diffraction, energy-dispersive X-ray analysis and transmission electron microscopy. The high catalytic activity has been attributed to the Pd nanoparticles.

Palladium-catalyzed carbon- carbon bond formation on a solid phase utilizing hypervalent iodonium salts

Palladium-catalyzed cross-coupling of hypervalent iodonium salts with polymer bound alkene, alkyne, and boronate was achieved under mild conditions.

Air-Driven Potassium Iodide-Mediated Oxidative Photocyclization of Stilbene Derivatives

A new method has been developed for the potassium iodide-mediated oxidative photocyclization of stilbene derivatives. Compared with conventional iodine-mediated oxidative photocyclization reactions, this new method requires shorter reaction times and affords cyclized products in yields of 45-97%. This reaction proceeds with a catalytic amount of potassium iodide and works in an air-driven manner without the addition of an external scavenger. The radical-mediated oxidative photocyclization of stilbene derivatives using TEMPO was also investigated.

Cross-Coupling Catalysis by an Anionic Palladium Complex

Recent studies have shown that anionic palladium complexes are viable catalysts for a range of catalytic cross-coupling reactions. We present a one-step synthesis of the anionic "ligandless" palladium complex [NBu4][Pd(DMSO)Cl3] together with its crystal structure. This compound has been shown to be an active precatalyst in the Mizoroki-Heck reaction. Under Jeffery conditions, activated aryl chlorides can be coupled in yields of up to 94% without the need of an additional ligand. The presence of a small amount of water was necessary for product formation. An Amatore-Jutand-type catalytic cycle is consistent with the results presented herein. For comparison with the known mixed complex [(pym-Im-Me)2PdCl][Pd(DMSO)Cl3], the cationic complex [(pym-Im-Me)2PdCl]PF6 (pym = pyrimidyl, Im = imidazolin-2-ylidene) has been synthesized and characterized using standard techniques.

Silica-supported bidentate arsine palladium(0) complex: A highly active and stereoselective catalyst for arylation of conjugated alkenes

A silica-supported bidentate arsine palladium(0) complex has been prepared from 4-oxa-6,7-dichloroheptyltriethoxysilane via immobilization on fumed silica, followed by reacting with potassium diphenylarsenide and palladium chloride, and then the reduction with hydrazine hydrate. The complex has been characterized by X-ray photoelectron spectroscopy and it is a highly active and stereoselective catalyst for arylation of styrene and acrylic acid with aryl halides affording a variety of trans -stilbenes and substituted trans -cinnamic acids in high yields.

Heck reaction using palladium complexed to dendrimers on silica

Polyamidoamine dendrimers, constructed on the surface of silica, were phosphonated using diphenylphosphinomethanol (prepared in situ) and complexed to form a palladium-dimethyl TMEDA complex. This catalyst was found to be effective in the Hack reaction of aryl bromides with both butyl acrylate and styrene, affording coupling products in moderate to good yields. The heterogeneous palladium catalyst can also be recycled and reused with only moderate reduction in activity.

Macrocyclic Pd(II) dithiolate complexes as catalysts in Heck reactions

The supramolecular palladium dithiolate complexes, [Pd2(dppe)2{S(C6H4)nS}]2(OTf)4and [Pd2(dppe)2(SCH2C6H4CH2S)]

Chemoselective and Sequential Palladium-Catalyzed Couplings for the Generation of Stilbene Libraries via Immobilized Substrates

A versatile palladium-catalyzed tandem synthetic sequence to afford E-stilbenes libraries has been developed. Excellent regio- and stereocontrol have been achieved by means of the sequence of Hiyama and Heck cross-couplings. Undesirable homocoupling bypro