1165-14-6

Usage

Uses

Used in Electrophotographic Industry:
1,2,3-Triphenylbenzene is used as a multi-layer type electrophotographic photosensitive member for its ability to efficiently convert light into electrical charges. This property is crucial for the functioning of electrophotographic devices, such as photocopiers and laser printers, where it plays a vital role in the formation of high-quality images.

InChI:InChI=1/C24H18/c1-4-11-19(12-5-1)22-17-10-18-23(20-13-6-2-7-14-20)24(22)21-15-8-3-9-16-21/h1-18H

Upstream product

• 27582-50-9 2,6-di-iodobiphenyl 
• 71-43-2 benzene 
• 608-29-7 1,2,3-triiodobenzene 
• 501-65-5 diphenyl acetylene 
• 82777-09-1 2′-iodo-1,1′:3′,1″-terphenyl 
• 100-58-3 phenylmagnesium bromide 
• 19821-80-8 1,3-dibromo-2-iodo-benzene 
• 591-50-4 iodobenzene 
• 1460-62-4 2,3,4-Triphenyl-cyclohexen-1 
• 19926-52-4 1,7,8-triphenyl-bicyclo[2.2.2]oct-7-ene-2,3,5,6-tetracarboxylic acid-2,3;5,6-dianhydride 
• 96708-13-3 3,4,5-triphenyl-cyclohex-2-en-1-one 
• 118-74-1 hexachlorobenzene 
• 98-80-6 phenylboronic acid 
• 87-61-6 1,2,3-trichlorobenzene 

Downstream Products

• 612-71-5 1,3,5-triphenylbenzene 
• 1165-53-3 1,2,4-triphenylbenzene 

Relevant academic research and scientific papers

Preparation and characterization of cellulose sulfate/Pd nanocatalsysts with remarkable efficiency for Suzuki–Miyaura reaction

Heterogeneous catalysis with noble metal NPs are quite attractive due to unique surface chemistry and tuneable physicochemical properties. In this work, an efficient and simple method was used to synthesize palladium nanoparticles supported on cellulose sulfate. The resulted composites were characterized using various techniques such as X-ray powder diffraction (XRD), FT-IR, energy dispersive X-ray spectroscopy (EDS), scanning electron microscopy (SEM), transmission electron microscopy (TEM), and thermogravimetric analysis (TGA) to verify the chemical structure and morphological properties of nanocatalysts. Next, the synthesized catalyst was utilized in Suzuki–Miyaura reaction between aryl bronic acid and different aryl halides. The catalysis reaction was carried out under atmospheric pressure where high efficiency, unique and simple work-up procedure as well as excellent yields were achieved.

A general protocol for the efficient synthesis of polyarylated benzenes by multiple Suzuki-Miyaura reactions of polychlorinated benzenes

A general protocol for the highly efficient synthesis of polyarylated benzene derivatives by multiple Suzuki-Miyaura reactions of polychlorinated benzenes was developed. Using bulky and electron-rich phosphine ligands, up to quantitative yields of the desired compounds were achieved. Moreover, the reactions show good functional group tolerance and allow the employment of sterically demanding boronic acids.

Ir-catalyzed synthesis of substituted tribenzosilepins by dehydrogenative C-H/Si-H coupling

The Ir-catalyzed intramolecular reaction of 2′,6′-diaryl-2-(hydrosilyl)biphenyls gave substituted tribenzosilepins by direct dehydrogenative C-H/Si-H coupling. This is the first example of catalytic construction of the tribenzosilepin skeleton. Enantiomer

Suzuki cross-coupling of hexachlorobenzene promoted by the Buchwald ligands

The study of cross-coupling between hexachlorobenzene and phenylboronic acid comprised five Buchwald ligands, from which 2-dicyclohexylphosphino-2′-(dimethylamino)biphenyl (DavePHOS) provided the best conversion. When excess of phenylboronic acid was used, a mixture of isomeric tri-, tetra- and pentaphenyl-substituted derivatives in the ～10:70:20 ratio was obtained, along with minor amounts of hydrodechlorination products.

Buchwald ligand-assisted Suzuki cross-coupling of polychlorobenzenes

Screening of four Buchwald ligands for the cross-coupling of isomeric di-, tri- and tetrachlorobenzenes with arylboronic acids revealed that good yields of exhaustive substitution can be best provided by 2-dicyclohexylphosphino-2′-(dimethylamino) biphenyl (DavePHOS).

Highly-functionalized arene synthesis based on palladium on carbon-catalyzed aqueous dehydrogenation of cyclohexadienes and cyclohexenes

Transition metal-catalyzed dehydrogenation is a clean oxidation method requiring no additional oxidants. We have accomplished a heterogeneous Pd/C-catalyzed aqueous dehydrogenation of 1,4-cyclohexadienes and cyclohexenes to give the corresponding highly-functionalized arenes. Furthermore, various arenes could be efficiently constructed in a one-pot manner via a Diels-Alder reaction and the following dehydrogenation.

On the Stereochemistry of Diaryl-Substituted Cyclohexanones Formed by Michael Reactions. Trans to Cis Isomerization of Their Ketals under Basic Conditions

The stereochemistry of C-1-substituted 2,6-diphenylcyclohexan-4-ones 1-3 prepared by Michael reactions has been investigated. While preparations of these compounds have been reported over the past 70 years, in many instances the correct stereochemistry at

Syntheses and Spectral Properties of several Branched-chain Polyphenyls containing 1,2,3-Trisubstituted Ring(s)

Nine polyphenyls, including six new compound, 3'-phenyl-o-quaterphenyl (3), 2,6-diphenyl-m- (4), 2,6-diphenyl-p-terphenyl (5), 2,6,5'-triphenyl-m-terphenyl (6), 2',2''-diphenyl-m-quaterphenyl (8), and 2'-(phenyl-d5)-m-terphenyl (9), were synthesized by the Ullmann coupling reaction of aryl iodide(s) or by the Karash-type coupling reaction of deuterated aryl Grignard reagent with aryl iodide catalyzed by bis(acetylacetonato)-nickel(II).Infrared studies of the polyphenyls showed that the range 730-770 cm-1, generally accepted as the position of the C-H out-of-plane bending bands of phenyl rings, should be widened slightly to 730-781 cm-1.The high frequency bands were found to be correlated closely to the sterically overcrowded structure of terminal rings.Proton magnetic resonance spectral studies indicated that the characteristic spectral features of the polyphenyls containing 1,2,3-trisubstituted ring(s) were fully consistent with their conformational aspects deduced from stereomodels.Ultraviolet spectral data suggeted that the most probable conformation of the highly crowded 3',6''-diphenyl-o-quaterphenyl (1) is one in which the interplanar angles of the pivot bonds between the 1,2,3-trisubstituted ring and three benzene rings are rather smaller than those of the less crowded 2'-phenyl-m-terphenyl (2).Keywords - Ullmann reaction; nickel-complex-catalyzed cross-coupling; quaterphenyl; deuterated quaterphenyl; quinquephenyl; sexiphenyl; polyphenyl; IR; UV; 1H-NMR

Cross-coupling Reaction of Aryl Grignard Reagents with Aromatic Halides catakyzed by Bis(acetylacetonato)nickel(II)

A series of cross-coupling reactions of aryl Grignard reagents with aromatic iodides catalyzed by bis(acetylacetonato)nickel(II) was studied to establish reaction conditions under which the cross-coupling proceeded selectively and quantitatively.Under the standard conditions thus selected, the coupling reactions proceeded within a few hours by a simple procedure and gave very pure product in high yield.Thus, the Kharash-type cross-coupling reaction was found to be very useful for the synthesis of a variety of polyphenyls.With some reactants of more or less crowded geometry, the reaction resulted in rather low yields of polyphenyls.This cross-coupling was successfully applied to the synthesis of a new compound, 2,6,2',6'-tetraphenylbiphenyl, having a highly non-planar arrangement of ?-systems.

The mechanism of the photooxidation of 1-(9-phenanthryl)-4-phenyl-1-buten-3-yne

Irradiation of 1-(9-phenanthryl)-4-phenylbutenyne (1) in aprotic solvents containing oxygen gives two products, namely a photocyclization product, 1-phenyltriphenylene 3, as is usually formed from diarylbutenynes, and photooxidation product (2), derived f