64984-68-5

Upstream product

• 23713-85-1 1,4-phenylenediacrylic acid 
• 77295-67-1 1,4-bis(2,2-dibromoethenyl)benzene 
• 260365-75-1 C₂₆H₃₀Si₂ 
• 623-27-8 terephthalaldehyde, 
• 88248-71-9 2,3,2',3'-tetrabromo-3,3'-p-phenylene-di-propionic acid 
• 16323-43-6 1,4-phenylenediacrylic acid 

Downstream Products

• 1202570-62-4 (E,E)-4'-(2-bromoethenyl)-2,5-dioctyloxystilbene 
• 60916-94-1 (E,E)-1,4-bis[2-(thiophen-2-yl)-ethenyl]benzene 
• 1608-41-9 1,4-distyrylbenzene 
• 54842-61-4 (E,E)-1,4-bis[2-(4-methoxyphenyl)-ethenyl]benzene 
• 64984-75-4 C₂₀H₁₈ 

Relevant academic research and scientific papers

Nickel(II)-magnesium-catalyzed cross-coupling of 1,1-dibromo-1-alkenes with diphenylphosphine oxide: One-pot synthesis of (E)-1-alkenylphosphine oxides or bisphosphine oxides

A novel nickel(II)-magnesium-mediated cross-coupling of diphenylphosphine oxide with a variety of 1,1-dibromo-1-alkenes has been developed, which provides a powerful and general methodology for the stereoselective synthesis of various (E)-1-alkenylphosphine oxides or bisphosphine oxides, with operational simplicity of the procedure, good to high yields and broad substrate applicability. Mechanistic studies reveal that the reaction might involve a Hirao reduction, cross-coupling and Michael addition. Copyright

A highly selective catalytic system for the cross-coupling of (E)-Styryl Bromide with Benzeneboronic acid: Application to the synthesisof all-trans poly(arylenevinylene)s

Ahighlyselective system for palladium-catalyzed polycondensation of (E, E)-1,4-bis(2-bromoethenyl)benzene ((E, E)-1)with 2,5-dioctyloxybenzene-1,4- diboronicacid(2a)togive all-trans poly[(p-phenylenevinylene)-alt-(2,5- dioctyloxy-1,4-phenylenevinylene)] (all-trans 3) has been investigated using (E)-styryl bromide ((E)-4) and 2,5-dioctyl- oxybenzeneboronicacid(5a) as model compounds of and 2a, respectively. The reaction of (E)-4 and 5a in toluene in the presence of Pd(PPh3)4 catalyst and aqueous K 2CO3 base affords considerable amounts of homocoupling products (i.e., 1,4-diphenylbutadiene (13%) and 2,2',5,5'-tetraoctyloxybiphenyl (22%)), together with (E)-2,5-dioctyl- oxystilbene ((E)-6a) as the cross-coupling product (30%). The use of aqueous NaOH as a strong base and Bu4NBr as a phase-transfer catalyst notably reduces the homocoupling products, and the use of Pd(PBut3)2 instead of Pd(PPh3)4 results inalmost perfect selectivity of the cross-coupling product (E)-6a. Under optimized catalytic conditions, the desired all- trans 3 has been successfully prepared without notabledefects in the polymer chain.

Stereoselective synthesis of (E)-β-arylvinyl bromides by microwave-induced Hunsdiecker-type reaction

(E)-β-Arylvinyl bromides were readily prepared in a short reaction time (1-2 min) by microwave irradiation of the corresponding 3-arylpropenoic acids in the presence of N-bromosuccinimide and a catalytic amount of lithium acetate. Furthermore, two facile strategies for the efficient synthesis of (E)-β-bromo-4-arylethynylstyrene and (E)-β-bromo-4-arylstyrene have been developed by respectively combining Sonogashira and Suzuki coupling reaction with Hunsdiecker-type reaction. Formation of cis-α-bromo-β- lactone by microwave irradiation of cis-cinnamic acid with NBS provides a useful support for the mechanistic study of the present halodecarboxylation reaction. Georg Thieme Verlag Stuttgart.

Synthesis of the Substituted Z-1-Bromo-1-alkenes and Arylacetylenes from 2,3-Dibromocarboxylic Acids

Stereoselectivity was studied of simultaneous debromination-decarboxylation of dibrominated cinnamic and acrylic acids. The best selectivity in formation of Z-vinyl bromides was achieved with the use of organic nitrogen bases. The 1-bromo-1-alkenes were converted into the corresponding acetylenes.