16917-35-4

Upstream product

• 1034-49-7 (bromomethyl)triphenyl phosphonium bromide 
• 98-86-2 acetophenone 
• 100-52-7 benzaldehyde 
• 98-83-9 isopropenylbenzene 
• 98-82-8 Isopropylbenzene 
• 31778-29-7 1-bromo-2-phenylpropan-2-ol 
• 704-80-3 (E)-3-phenyl-2-butenoic acid 
• 60014-81-5 1,2-dibromo-2-trimethylsilyloxy-prop-2-yl-benzene 
• 75-24-1 trimethylaluminum 
• 536-74-3 phenylacetylene 
• 3360-53-0 1-bromo-2-phenyl-1-propene 
• 60014-86-0 (2,2-dibromo 1-methylethenyl)benzene 
• 66775-59-5 PhMeC=CHAlMe₂ 
• 123848-50-0 1,1-dibromo-2-phenylpropan-2-ol 

Downstream Products

• 833-81-8 1,2-diphenylpropene 
• 98-86-2 acetophenone 
• 673-32-5 1-Phenylprop-1-yne 
• 4469-66-3 4-Phenyl-2-methoxycarbonyl-4-enoic acid methyl ester 
• 1356829-58-7 5-methyl-3,5-diphenyl-2-cyclopentenone 
• 1356829-80-5 (5S)-3-(4-chlorophenyl)-5-methyl-5-phenyl-2-cyclopentenone 
• 1356829-69-0 3-cyclopropyl-5-methyl-5-phenyl-2-cyclopentenone 
• 1356829-59-8 3-(4-chlorophenyl)-5-methyl-5-phenyl-2-cyclopentenone 
• 1429762-91-3 C₂₁H₁₉OP 
• 52392-66-2 (E)-3-Phenyl-but-2-enoic acid butyl ester 
• 129836-55-1 C₂₅H₃₂O₄ 
• 704-79-0 (Z)-3-phenylbut-2-enoic acid 
• 704-80-3 (E)-3-phenyl-2-butenoic acid 

Relevant academic research and scientific papers

A stable β-silyl carbocation with allyl conjugation

Phenyl group replaced by a double bond yielding a stable β-silyl carbocation was studied. Two systems were examined in which positive charge could be stabilized by one phenyl and one double bond or two double bonds. The carbocation was found to be stable at room temperature with tetrakis(pentafluorophenyl)borate as the anion benzene as the solvents. The range of β-silyl carbocations observed under stable ion conditions was relatively circumscribed.

SINGLE-PARAMETER VERSUS DUAL-PARAMETER CORRELATION FOR RADICAL REACTIONS. ADDITION OF BROMINE ATOMS TO α-METHYLSTYRENES

A rigorous procedure was developed for measuring the relative rates of addition of bromine atoms to eleven substituted α-methylstyrenes (1-Y, with Y = CF3, NO2, F, CN, Cl, Br, CO2Me, Me, COMe, OMe and SMe).The reaction was run in tetrahydrofuran in the presence of HBr, O2 and dibutyl peroxyoxalate at 30 deg C.All products were derived from the YC6H4CMeCH2Br adduct radicals, which were immediately intercepted by O2.Correlation analysis of all the data confirmed the proposition that in the absence of measurable steric effects, the relative rates for radical additions can be correlated only by a dual-parameter equation and not by a single parameter equation.Among various combiations of ?* and ξx, the (?JJ* + ?mb) combination yields the best correlation.

Formation of nanoarchitectures including subnanometer palladium clusters and their use as highly active catalysts

Subnanometer Pd clusters stabilized within micelles of random copolymers were formed by direct immobilization of Pd(0) via ligand exchange. The clusters were estimated to contain approximately seven Pd atoms on average (cluster diameter ≈ 0.7 nm). Several

Reactivities of Stable Rotamers. XXXI. Bromine Addition to the Olefinic Moiety of Rotameric 1-(9-Fluorenyl)-2-(1-methylethenyl)naphthalenes

Reaction of bromine with the ap form of the title compound afforded a normal addition compound, whereas the same with the sp form did no addition compound but a pair of bromo-olefins and a cyclized product, formation of which can be rationalized by deprotonation from and by attack of the ?-system of the fluorene group on the intervening cation.The abnormal reactions of the sp form are the consequence of the steric effects of the fluorene moiety that prohibits the formation of the tetrahedral carbon at the reaction site.The stereochemistry of the cyclized product was determined both by NOE experiments and by X-ray crystallography.The stereoselective formation of only one isomer was rationalized by the structure of the starting material, of which stereodynamics was studied by the dynamic NMR method, and the direction of the attack of the bromine cation.For comparison of the fate of the intervening cation, the adduct from the ap form was treated with silver p-toluenesulfonate.It was found that the ratios of olefin formation were different from one rotamer to another.The results are discussed on the basis of different degree of openness of the intervening bromonium cation with reference to the same reaction for (1,2-dibromo-1-methylethyl)benzene.

Visible light photocatalytic one pot synthesis of: Z -arylvinyl halides from e -arylvinyl acids with N -halosuccinimide

An efficient visible light photocatalytic strategy to synthesize thermodynamically less stable Z-arylvinyl halides (with up to >99/1 Z/E ratio and 86% yield) was developed. The reaction combined base-mediated halodecarboxylation of E-arylvinyl acids with N-halosuccinimide and visible light Ir-photocatalyzed isomerization of E-arylvinyl halides in a one pot sequential catalytic process. This journal is

Iron-Catalyzed Regioselective Alkenylboration of Olefins

The first examples of an iron-catalyzed three-component synthesis of homoallylic boronates from regioselective union of bis(pinacolato)diboron, an alkenyl halide (bromide, chloride or fluoride), and an olefin are disclosed. Products that bear tertiary or quaternary carbon centers could be generated in up to 87 % yield as single regioisomers with complete retention of the olefin stereochemistry. With cyclopropylidene-containing substrates, ring cleavage leading to trisubstituted E-alkenylboronates were selectively obtained. Mechanistic studies revealed reaction attributes that are distinct from previously reported alkene carboboration pathways.

Photocatalyzed E→Z Contra-thermodynamic Isomerization of Vinyl Boronates with Binaphthol

The photocatalytic contra-thermodynamic E→Z isomerization of vinyl boronates by using a binaphthol catalyst is disclosed. The reaction, based on the transient formation of a suitable chromophore with a BINOL derivative as the catalyst, allowed geometrical isomerization in good-to-excellent Z/E ratio and excellent-to-quantitative yields. The mechanism of this E→Z contra-thermodynamic isomerization was studied, and the formation of a transient chromophore species is suggested.

Highly selective hydrosilylation of equilibrating allylic azides

The Pt-catalyzed hydrosilylation of equilibrating allylic azides is reported. The reaction provides only one out of four possible hydrosilylation products in good yields and with very high chemoselectivity (alk-1-enevs.alk-2-ene), regioselectivity (linearvs.branched), and excellent functional group tolerance.

The hydrodebromination of 1,1-dibromoalkenes via visible light catalysis

Vinyl bromides are versatile synthetic intermediates and widely applied in organic synthesis and pharmaceuticals. Herein, a hydrodebromination reaction of 1,1-dibromoalkenes was established via visible light catalysis. A variety of structurally different vinyl bromides were obtained in moderate to excellent yields.

Photocatalytic Isomerization of Styrenyl Halides: Stereodivergent Synthesis of Functionalized Alkenes

An efficient and general method for the isomerization of styrenyl halides under different photocatalytic conditions (fac-Ir(ppy)3 in methanol for E to Z isomerization and fluorescein in 1,4-dioxane for Z to E isomerization, respectively) is disclosed. A series of stereospecific transformations constitute preliminary validation of this strategy in the synthesis of functionalized alkenes, including two diaryl alkenes, a styrenyl boronic ester and an enyne. The photocatalytic isomerization and subsequent cross coupling reaction can be run in a one-pot manner. The stereodivergent synthesis of all four isomers of a conjugated diene, as well as the antitumor agent DMU-212 and its (Z)-isomer highlights the synthetic applicability of this method.