870137-64-7

Upstream product

• 168269-58-7 2-(4-vinylphenyl)thiophene 
• 870137-66-9 [3-(benzo[1,3]dioxol-5-yl)propyl][5-(4-ethylphenyl)-2-thienyl]dimethylsilane 
• 870137-65-8 [5-(4-ethylphenyl)-2-thienyl]dimethylsilane 
• 2039-82-9 1-bromo-4-ethenyl-benzene 
• 1003-09-4 2-bromothiophene 
• 98-80-6 phenylboronic acid 
• 63139-21-9 4-ethylphenylboronic acid 
• 96-43-5 2-thienyl chloride 

Downstream Products

• 870137-65-8 [5-(4-ethylphenyl)-2-thienyl]dimethylsilane 
• 870137-66-9 [3-(benzo[1,3]dioxol-5-yl)propyl][5-(4-ethylphenyl)-2-thienyl]dimethylsilane 

Relevant academic research and scientific papers

A new Pd(II) complex of a sulfur ylide; Synthesis, X-ray characterization, theoretical study and catalytic activity toward the Suzuki-Miyaura reaction

The new sulfonium salt [SMe2CH2C(O)C6H4-m-OCH3]Br (1) was synthesized from the reaction of dimethyl sulfide and 2-bromo-3′-methoxyacetophenone. Further treatment with NaOH 10% gave the α-keto stabilized sulfur ylide SMe2C(H)C(O)C6H4-m-OCH3 (2). This ligand was reacted with the dichloro(1,5-cyclooctadiene)palladium(II) complex, [PdCl2(cod)], in a 2:1 ratio to give the new Cα-coordinated complexes cis- and trans-[PdCl2(SMe2C(H)C(O)C6H4-m-OCH3)2] (3a and 3b). Characterization of the obtained compounds was performed by elemental analysis, IR, 1H, 13C NMR and mass spectroscopies. Since complexes 3a and 3b were insoluble in most organic solvents, we chose DMSO as a suitable solvent for the NMR spectroscopies. Crystallization of above solution led to the formation of single crystals. The X-ray analysis results revealed that complex 3a has undergone a ligand replacement reaction and the complex [PdCl2(SMe2C(H)C(O)C6H4-m-OCH3)·DMSO] (4) was formed. This complex has two Cl atoms in cis positions, one sulfur ylide and one S-coordinated DMSO as ligands. The air/moisture stable complexes 3a and 3b were employed as efficient catalysts for the Suzuki-Miyaura cross-coupling reaction of several aryl halides. The coupled products of these reactions were obtained in good to excellent yields and purity, with short reaction times and low catalyst loading. Also a theoretical study on the structure and nature of the Pd-C bond in complex 4 is reported here at the BP86/def2-SVP level of theory.

Phosphine mono- and bis-ylide palladacycles as homogeneous molecular precatalysts: Simple and efficient protocol greatly facilitate Suzuki and Heck coupling reactions

Moisture/air-stable and robust phosphine mono- and bis-ylide palladacycles as catalyst precursors were used in Suzuki and Heck cross-coupling reactions with different aryl halides including electron-rich and electron-deficient substituents. These coupling

Five-membered cyclopalladated complex containing bidentate phosphine ligands; Synthesis, characterization, and highly efficient Suzuki cross-coupling reactions

A nonsymmetric phosphorus ylide and its palladium(II) complex have been synthesized as potential catalytically active compounds. The reaction of 1 equiv nonsymmetric phosphorus ylide, Ph2PCH2PPh 2C(H)C(O)PhBr with [Pd(dppe)Cl2], followed by treatment with 2 equiv AgOTf led to [(dppe)Pd(Ph2PCH2PPh 2C(H)C(O)PhBr)](OSO2CF3)2, which contains a five-membered P,P chelate ring on one side and a five-membered P,C chelate ring on the other side. The palladium complex was synthesized and investigated by fourier transform infrared spectroscopy (FT-IR), UV-visible, multinuclear (1H, 31P and 19F) nuclear magnetic resonance (NMR), and electrospray ionisation-mass spectroscopic techniques. FT-IR and 31P NMR studies revealed that the phosphorus ylide is coordinated to palladium via the terminal phosphorus (Pc) of the ylide and methene group (CH). Suzuki reactions for varying aryl halides using the cyclopalladated complex as an efficient catalyst were performed. Various aryl halides were coupled with arylboronic acids in DMF, under air, in the presence of 0.001 mol% of the homogeneous catalyst to afford the corresponding cross-coupled products in good to excellent yields.

Four-coordinate Pd(II) complexes containing non-symmetric phosphorus ylides: Synthesis, characterization, and catalytic behavior towards Suzuki reaction

In this paper it is reported the synthesis of the complexes of the type {[Ph2PCH2PPh2CHC(O)R]PdCl2} (R = 4′-biphenyl (1), OCH2Ph (2), 4-methylphenyl (3), 2-naphtyl (4), 2,4-dichlorophenyl (5), 3-nitro

New polymer-supported organosilicon reagents

New polymer-supported organosilanes have been prepared using two different strategies. These involved the synthesis of soluble and insoluble supports through the copolymerization of styrene and monomers containing a thiophene ring. Selective metallation o