14293-57-3

Upstream product

• 3128-85-6 diphenylmethyl isocyanide 
• 17201-43-3 4-cyanobenzyl bromide 
• 18648-66-3 1-bromo-4-(2,2-diphenylvinyl)benzene 
• 530-48-3 1,1-Diphenylethylene 
• 3058-39-7 4-iodobenzonitrile 
• 7333-65-5 (diphenylmethyl)triphenylphosphonium bromide 
• 105-07-7 4-cyanobenzaldehyde 
• 119-61-9 benzophenone 
• 1552-41-6 diethyl [(4-cyanophenyl)methyl]phosphonate 
• 27329-60-8 diethyl (diphenylmethyl)phosphonate 
• 824-79-3 sodium 4-methylbenzenesulfinate 
• 874-89-5 4-Cyanobenzyl alcohol 
• 17507-57-2 (diphenylphosphinyl)phenyldiazomethane 
• 104-85-8 para-methylbenzonitrile 

Downstream Products

• 727404-77-5 (S)-4-(3,3-diphenyloxiranyl)-benzonitrile 
• 727404-78-6 (S)-4-(3,3-diphenyloxiranyl)-benzaldehyde 
• 727404-79-7 (S)-[4-(3,3-diphenyloxiranyl)-phenyl]-methanol 
• 727404-80-0 (R)-2-(4-hydroxymethylphenyl)-1,1-diphenyl-2-piperidin-1-ylethanol 
• 17413-71-7 4-(2,2-diphenylethenyl)benzaldehyde 

Relevant academic research and scientific papers

Pd-Catalyzed Coupling of N-Tosylhydrazones with Benzylic Phosphates: Toward the Synthesis of Di- or Tri-Substituted Alkenes

This study shows that various di- and tri-substituted alkenes with high chemoselectivity were obtained in good to high yields by coupling N-tosylhydrazones (NTHs) with benzylic phosphates as electrophilic partners. The obtained new catalytic system consis

Microwave-assisted periselective annulation of triarylphosphenes with aldehydes and ketones

The reaction of diazo(aryl)methyl(diaryl)phosphine oxides with aldehydes and ketones generates benzo-δ-phosphinolactones in low to good yields with 1,1-diarylalk-1-enes as byproducts under microwave irradiation. Diazo(aryl)methyl(diaryl)phosphine oxides first undergo a Wolff rearrangement to form diaryl(aryl)phosphenes, which further react with aldehydes and ketones to afford benzo-δ-phosphinolactones and β-phosphinolactones. The latter are unstable under heating and fragment into the corresponding 1,1-diarylalk-1-enes and arylphosphine dioxides under reaction conditions. The arylphosphine dioxides become arylphosphonic acids during workup. The periselectivity in the annulation shows that the reaction of diaryl(aryl)phosphenes with most aldehydes and ketones favors phosphene phenyl participation in (4 + 2) annulation(2 + 2) annulation. This journal is

Polysubstituted ethylene compound as well as preparation method and application thereof

The invention discloses a polysubstituted ethylene compound as well as a preparation method and application thereof. The invention particularly discloses a preparation method of a polysubstituted ethylene compound as shown in a formula III, which comprises the following step: in an organic solvent, carrying out reaction as shown in the specification on a compound as shown in a formula I and a compound as shown in a formula II in the presence of a palladium catalyst, a phosphine ligand and alkali to obtain the polysubstituted ethylene compound as shown in the formula III. The preparation methodcan be suitable for various types of substrates, and the configuration of double bonds is controllable.

Catalytic Amide-Base System of TMAF and N(TMS)3 for Deprotonative Coupling of Benzylic C(sp3)-H Bonds with Carbonyls

This paper describes that an amide-base generated in situ from tetramethylammonium fluoride (TMAF) and N(TMS)3 catalyzes the deprotonative coupling of benzylic C(sp3)-H bonds with carbonyls to form stilbenes. A variety of methylheteroarenes (2-methylbenzothiophene, 2-methylbenzofuran, and 2-, 3-, or 4-methylpyridines) are used as nucleophiles. Application to enamine synthesis using DMF as an electrophile is also shown. The present system is effective for toluenes (4-phenyl-, 4-bromo-, 2-bromo-, and 4-chlorotoluenes) having low reactivity.

A Convenient Synthesis of Sulfones via Light Promoted Coupling of Sodium Sulfinates and Aryl Halides

A convenient and e?cient synthesis of sulfones from sulfinates and aryl halides was developed. The reaction occurred under UV irradiation without transition metal catalyst or photocatalyst. A radical pathway via single-electron transfer (SET) of electron donor-acceptor (EDA) complex was proposed based on UV-vis spectroscopy, radical inhibiting and trapping experiments. (Figure presented.).

Sunlight-Driven Synthesis of Triarylethylenes (TAEs) via Metal-Free Mizoroki–Heck-Type Coupling

A protocol for the preparation of substituted triarylethylenes (TAEs) was developed by using arylazo sulfones as substrates in the presence of 1,1-diarylethylenes. The process took place efficiently in the absence of any (photo)catalyst upon exposure of the reaction mixture to (simulated) sunlight.

Electrochemical Aziridination by Alkene Activation Using a Sulfamate as the Nitrogen Source

The first direct aziridination of triaryl-substituted alkenes was achieved by means of an electrochemical process that could extend to multisubstituted styrenes. Specifically, hexafluoroisopropanol sulfamate was used as a nucleophilic nitrogen source. Mechanistic experiments suggest that this electrochemical process proceeds by stepwise formation of two C?N bonds through reactions between cationic carbon species and the sulfamate.

Triphenylethylene-based fluorophores: Facile preparation and full-color emission in both solution and solid states

A series of triphenylethylene-based luminophoric molecules were efficiently synthesized. The substituent effect of the fluorophores on their photophysical properties was then investigated. Consequently, it was found that longer conjugated system and larger molecular dipole of the donor-π-acceptor fluorophores could result in bathochromic shifts of UV-vis absorption and emission bands, so do the Stokes shifts. Especially, full-color fluorescent emissions in both solution and solid states could be achieved by changing conjugation length and substituents with different electron-donating or accepting abilities in the triphenylethylene skeleton. The density functional theory calculations further demonstrated that with the increase of the electron-donating or accepting abilities of the substituents, the energy gaps of the fluorophores gradually decreased, which elucidated the substituent effect of the organic fluorophores on their photophysical properties.

Tail-Tied Ligands: An Immobilized Analogue of (R)-2-Piperidino-1,1,2- triphenylethanol with Intact High Catalytic Activity and Enantioselectivity

A functional analogue of (R)-2-piperidino-1,1,2-triphenylethanol was synthesized and anchored to different polymeric supports by a position remote from the active region. This strategy, leading to what we call a tail-tied ligand, allows for the achievement of the optimal transition state geometry in the catalytic process. The catalytic activity of the resulting heterogenized ligands was investigated by online FTIR analysis. The optimum polymer was assayed in the addition reaction of diethylzinc to a large family of aldehydes rendering essentially intact high catalytic activity and enantioselectivity compared to its homogeneous counterpart.

The photochemistry of 4-halobenzonitriles and 4-haloanisoles with 1,1-diphenyiethene in methanol. Homolytic cleavage versus electron-transfer pathways

The photochemical reactivity of a series of 4-halobenzonitriles and 4-haloanisoles with 1,1-diphenylethene in a nucleophilic solvent (methanol) has been investigated. Analysis of the photochemical reactions involving the 4-halobenzonitriles revealed formation of alkene-methanol adducts, such as 1-methoxy-2,2-diphenylethane, 1-methoxy-2,2-diphenylethene, and 1,1-dimethoxy-2,2-diphenylethane, indicative of a photochemical electron-transfer mechanism. These products were not significant in the photochemical reactions involving the 4-haloanisoles. Both the 4-halobenzonitriles and the 4-haloanisoles produced an 'arene-alkene-methanol Markovnikov adduct, 1-aryl-2-methoxy-2,2-diphenylethane (aryl = 4-cyanophenyl or 4-methoxyphenyl). This compound was shown to undergo an acid-catalysed elimination to 1-aryl-2,2-diphenylethene under the reaction conditions, which subsequently underwent a 6π-electrocyclization to the 3-substituted(cyano or methoxy)-9-phenylphenanthrene. Possible mechanisms for the observed reactivity are discussed and evaluated.