37985-14-1

Upstream product

• 4363-35-3 Dihydroxy-styryl-boran 
• 3435-51-6 4-ethenylbenzonitrile 
• 14371-10-9 (E)-3-phenylpropenal 
• 26104-68-7 (p-cyanobenzyl)triphenylphosphonium bromide 
• 1552-41-6 diethyl [(4-cyanophenyl)methyl]phosphonate 
• 104-55-2 3-phenyl-propenal 
• 588-72-7 [(E)-2-bromoethenyl]benzene 
• 103-64-0 bromostyrene 
• 874-86-2 4-cyanobenzyl chloride 
• 17201-43-3 4-cyanobenzyl bromide 
• 20430-33-5 (4-cyanobenzyl)triphenylphosphonium chloride 

Downstream Products

• 82102-33-8 cis-2-(p-cyanophenyl)-5-phenyl-8-oxabicyclo<4.3.0>non-3-ene-7,9-dione 
• 37985-03-8 trans-1-(p-Cyanophenyl)-4-phenylbut-2-en 
• 37985-08-3 (E)-4-(4-phenylbut-1-en-1-yl)benzonitrile 

Relevant academic research and scientific papers

Pd-Catalyzed Cross-Coupling of Organostibines with Styrenes to Give Unsymmetric (E)-Stilbenes and (1 E,3 E)-1,4-Diarylbuta-1,3-dienes and Fluorescence Properties of the Products

A general and effective palladium-catalyzed cross-coupling of organostibines with styrenes to give (E)-olefins was disclosed. By the use of an organostibine reagent, this method can produce unsymmetric (E)-1,2-diarylethylenes and (1E,3E)-1,4-diarylbuta-1,3-dienes in good yields with high E/Z selectivity and good functional group tolerance. Resveratrol and DMU-212 were synthesized in high yield. The protocol can be extended to the synthesis of (1E,3E,5E)-1,6-diphenylhexa-1,3,5-triene in 40% yield. Products 5e, 5f, and 7a showed good photoluminescence quantum yields ranging from 72 to 99%.

Selective photoisomerization of methyl substituted nitro diphenylbutadienes

A series of p-nitro substituted trans-diphenylbutadienes is synthesized and their photophysical and photochemical properties are investigated. All the dienes have a very low quantum yield of fluorescence but exhibit remarkable solvatochromic emission shifts attributed to twisted intramolecular charge transfer. Photochemical irradiation of simple p-nitro substituted diphenylbutadienes reveals inefficient or no detectable photoisomerization. However, substituting a methyl group on the butadiene chain of p-nitro substituted diphenylbutadiene or replacing the nitro group with cyano group yields the corresponding trans-cis isomers. In the case of simple nitrodienes, strong intramolecular charge transfer character in the excited state aids dissipation of absorbed energy through non-photochemical and non-radiative channels. The steric effect caused by the presence of methyl group lowers the isomerization barrier in methyl substituted dienes leading to a regioselective isomerization.

Syntheses of p-terphenyls and 11,12-dihydroindeno[2,1-a]fluorene by one-pot benzannulation of Diels-Alder reactions of trans-1,2-dichloroethene and dienes

A series of substituted p-terphenyls and 11,12-dihydroindeno[2,1-a]fluorene were successfully synthesized by one-pot benzannulation of Diels-Alder reaction with 1,2-dichloroethene as an acetylene equivalent dienophile. Two chlorine atoms could be good leaving groups to easily undergo subsequent elimination reactions of Diels-Alder products at a high temperature.

Palladium-tetraphosphine complex catalysed heck reaction of vinyl bromides with alkenes: A powerful access to conjugated dienes

A wide variety of 1,3-dienes have been prepared by the Heck vinylation of vinyl bromides using [Pd(η3-C3H5)Cl] 2/cis,cis,cis-1,2,3,4-tetrakis[(diphenylphosphino)methyl] cyclopentane (Tedicyp) as the catalyst precursor. Both α- and β-substituted vinyl bromides undergo the Heck reaction with functionalised alkenes such as acrylates, enones, styrenes or a vinyl sulfone, and also with nonfunctionalised alkenes such as dec-1-ene, leading stereoselectively, in most cases, to the corresponding E- or E,E-1,3-dienes in good yields. Furthermore, this catalyst can be used at low loading for several reactions. Georg Thieme Verlag Stuttgart.

Heck reaction of vinyl bromides with alkenes in the presence of a tetraphosphine/palladium catalyst

Through the use of [PdCl(C3H5)]2- cis,cis,cis-1,2,3,4-tetrakis(diphenylphosphinomethyl)cyclopentane as a catalyst, a range of vinyl bromides undergo Heck reaction with a wide variety of alkenes leading selectively to the corresponding 1,3-dienes in good yields. Furthermore, it can be used at low loading even for reactions of sterically hindered vinyl bromides.

α,ω-Diphenylpolyenes cabable of exhibiting twisted intramolecular charge transfer fluorescence: A fluorescence and fluorescence probe study of nitro- and nitrocyano-substituted 1,4-diphenylbutadienes

1,4-Diphenylbutadiene compounds, namely 1-p-cyanophenyl-4-phenylbuta-1E,3E-diene (2), 1-p-nitrophenyl-4-phenylbuta-1E,3E-diene (3), 1-cyano-1,4-diphenylbuta-1Z,3E-diene (4), 1-p-cyanophenyl-4-p-nitrophenylbuta-1E,3E-diene (5), 1-cyano-1-p-nitrophenyl-4-ph

Effect of microheterogeneous media on the fluorescence and fluorescence probe properties of donor-acceptor diarylbutadienes

Diarylbutadienes, namely 1-(para-cyanophenyl)-4-phenylbuta-1E,3E-diene (1), 1-(para-methoxyphenyl)-4-phenylbuta-1E,3E-diene (2), 1-(para-cyanophenyl)-4-(para-methoxyphenyl)-buta-1E,3E-diene (3) have been prepared and investigated for their absorption and

Reaction of trans,trans-1,4-Diphenylbutadiene and Maleic Anhydride. Substituent and Solvent Effects

Diels-Alder adducts from X-substituted diphenylbutadienes (X=p-NMe2, p-OMe, p-Me, m-OMe, H, p-Cl, m-Cl, p-CN, and m-NO2) and maleic anhydride, and from diphenylbutadiene and some dienophiles (N-methylmaleimide, N-phenylmaleimide, and 1,4-benzoquinone), ha