57668-25-4

Upstream product

• 637-69-4 4-Methoxystyrene 
• 4363-35-3 Dihydroxy-styryl-boran 
• 1963-36-6 4-methoxycinnamaldehyde 
• 100-44-7 benzyl chloride 
• 4392-24-9 3-bromo-1-phenyl-1-propenyl bromide 
• 103-26-4 methyl cinnamate 
• 621-82-9 Cinnamic acid 
• 104-54-1 3-Phenylpropenol 
• 52378-69-5 diethyl cinnamylphosphonate 
• 123-11-5 4-methoxy-benzaldehyde 
• 17105-65-6 dimethyl 4-methoxybenzylphosphonate 
• 104-55-2 3-phenyl-propenal 
• 773-47-7 dimethyl benzylphosphonate 
• 100-52-7 benzaldehyde 

Downstream Products

• 1170321-07-9 1-(4-methoxyphenyl)-4-phenylnaphthalene 
• 1206103-27-6 (1E,3E)-1-(4-hydroxyphenyl)-4-phenyl-1,3-butadiene 

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%.

Cyanuric chloride-dimethylformamide mediated cleavage of cyclopropylcarbinols-synthesis of phenolic antioxidant and construction of a new vinylcyclopropane skeleton

Differently substituted cyclopropylcarbinols underwent ring cleavage with easily accessible cyanuric chloride-N,N-dimethylformamide adduct to produce homoallylic chlorides or dienes depending on the nature and location of the substituents. A mechanistic explanation of the aforesaid observations has been provided. A promising antioxidant compound was prepared following this protocol and studied against Fenton's reagent. This methodology was utilized to construct hitherto unreported vinylcyclopropane frameworks bearing homoallylic chloride and diene moieties.

Effect of substituents and conjugated chain length on the UV spectra of α,ω-di-substituted phenyl polyenes

A series of α,ω-di-substituted phenyl polyenes, p-X-Ph(CH = CH)nPh-p-Y (n = 1, 2, or 3) were synthesized, and their ultraviolet (UV) absorption maximum wavelength were determined. The correlation between molecular structure and the maximum wavelength energy (wavenumber/cm -1) was carried out. The results show that the maximum wavelength energy of the title compounds is mainly affected by both substituent excited-state parameters and maximum wavelength energy of the parent molecule. However, the two influence factors are not independent, and the action of substituent is governed by the parent molecular absorption energy. In the case of the compounds containing NO2 or NH2 groups, the influence of interaction of polarity parameters on the maximum wavelength energy must also be considered. In addition, the exploration was also made for the quantifying correlation of UV absorption maximum wavelength energy with the conjugated polarizability potential CPP replacing the parent molecular absorption energy. And the results indicate that the equation with CPP parameters is more accurate and convenient. Copyright 2013 John Wiley & Sons, Ltd. For the α,ω-di-substituted phenyl polyenes, p-X-Ph(CH = CH)nPh-p-Y (n = 1, 2, or 3), their ultraviolet absorption maximum wavelength energy (wavenumber/cm-1) was mainly affected by both substituent excited-state parameters and maximum wavelength energy of the parent molecule. However, the two influence factors are not independent, and the action of substituent is governed by the parent molecular absorption energy. Copyright

Finding more active antioxidants and cancer chemoprevention agents by elongating the conjugated links of resveratrol

Resveratrol is the subject of intense research as a natural antioxidant and cancer chemopreventive agent. There has been a great deal of interest and excitement in understanding its action mechanism and developing analogs with antioxidant and cancer chemoprevention activities superior to that of the parent compound in the past decade. This work delineates that elongation of the conjugated links is an important strategy to improve the antioxidant activity of resveratrol analogs, including hydrogen atom- or electron-donating ability in homogeneous solutions and antihemolysis activity in heterogeneous media. More importantly, C3, a triene bearing 4,4′-dihydroxy groups, surfaced as an important lead compound displaying remarkably increased antioxidant, cytotoxic, and apoptosis-inducing activities compared with resveratrol.

One-pot synthesis of 1,4-diarylnaphthalenes via a Wittig-Horner reaction/[4+2] cycloaddition/dehydrogenation sequence

A one-pot synthesis of 1,4-diarylnaphthalenes from cinnamaldehydes, dimethyl benzylphosphonates, and benzenediazonium-2-carboxylate is described. The tandem process involves the Wittig-Horner reaction of the cinnamaldehyde with the benzylphosphonate, [4+2

Synthesis of diaryl alkenes

Aromatic alkenes, especially diarylbutadienes are produced in a simple economic process by reaction of an anil with an organic compound having a non-aromatic unsaturated system conjugated with an aromatic system, and a terminal methyl group pendent from t

A New Synthesis of 1,4-Diaryl-1,3-butadienes Utilizing the Anil Synthesis

The anil synthesis was employed in the preparation of 1,4-diarylsubstituted 1,3-butadienes 7 from 1-arylpropenes 5 and N-arylideneanilines (aromatic Schiff bases) 6 in dimethylformamide solution and a strong base as catalyst obtained in situ by reacting metallic sodium with this solvent.

Palladium-Catalyzed Syntheses of Aryl Polyenes

The palladium-catalyzed arylation reaction has been employed to prepare a variety of mono- and diaryl 1,3-dienes and 1,3,5-trienes.The yields were good when electron withdrawing substituents were present in the aryl groups but only poor to fair when electron-donating groups were involved.Monoaryl dienes and trienes reacted well with all types of aryl halides to give mixed diaryl derivatives. 2-Bromostyrene reacts with phenylhexatriene to form 1,8-diphenyloctatetraene and with hexatriene to form 1,10-diphenyldecapentaene, but both only in about 15percent yield.