1520-42-9

Usage

Uses

Used in Organic Synthesis:
1,1,2-triphenylethane serves as a building block in organic synthesis, allowing the creation of a variety of other compounds with desirable properties. Its unique structure makes it a valuable component in the development of new chemical entities.
Used in Pharmaceutical Industry:
1,1,2-triphenylethane is utilized as a starting material or intermediate in the synthesis of pharmaceutical compounds. Its potential biological and pharmacological activities, such as antimicrobial and anticancer properties, make it a promising candidate for the development of new drugs.
Used in Agrochemical Industry:
In the agrochemical sector, 1,1,2-triphenylethane is employed as a precursor or building block in the synthesis of agrochemicals. Its potential use in this industry highlights its versatility and applicability in different areas.
Used in Dyes and Pigments Production:
1,1,2-triphenylethane is also used in the production of dyes and pigments, where its chemical structure contributes to the development of colorants with specific properties. This application underscores its importance in the chemical industry.
Used in Research and Development:
The study of 1,1,2-triphenylethane's biological and pharmacological activities, such as its antimicrobial and anticancer properties, is crucial for research and development purposes. Understanding these properties can lead to the discovery of new therapeutic agents and applications.

InChI:InChI=1/C20H18/c1-4-10-17(11-5-1)16-20(18-12-6-2-7-13-18)19-14-8-3-9-15-19/h1-15,20H,16H2

Upstream product

• 530-48-3 1,1-Diphenylethylene 
• 110-05-4 di-tert-butyl peroxide 
• 90461-31-7 1,1,1-triphenylpropanal 
• 58-72-0 Triphenylethylene 
• 350-50-5 benzyl fluoride 
• 1733-63-7 1,2,2-triphenylethan-1-one 
• 946-80-5 (benzyloxy)benzene 
• 18084-97-4 chlorotriphenylethylene 
• 5350-41-4 trimethylbenzylammonium bromide 
• 60-29-7 diethyl ether 
• 100-44-7 benzyl chloride 
• 591-51-5 phenyllithium 
• 71-43-2 benzene 
• 5350-82-3 2,2,3-triphenylpropanenitrile 

Downstream Products

• 6393-02-8 1,2,2,3-tetraphenyl-propane 
• 58-72-0 Triphenylethylene 
• 1607-57-4 Triphenylvinyl bromide 
• 18495-77-7 1-bromo-1,2,2-triphenylethane 
• 74064-34-9 1,2-dibromo-1,1,2-triphenyl-ethane 
• 83004-38-0 1,1,2-tri(4-nitrophenyl)ethane 
• 6431-55-6 1,2,2,7,7,8-Hexaphenyl-octan 
• 6393-04-0 1,2,2-triphenylhexane 
• 103-29-7 1,1'-(1,2-ethanediyl)bisbenzene 
• 6393-05-1 1,2,2,4-tetraphenyl-butane 
• 6393-03-9 (+/-)-1,2,2,3-Tetraphenyl-butan 

Relevant academic research and scientific papers

Surfactant-Free Palladium Nanoparticles Encapsulated in ZIF-8 Hollow Nanospheres for Size-Selective Catalysis in Liquid-Phase Solution

Encapsulation of surfactant-free Pd nanoparticles (NPs) in the metal–organic framework material ZIF-8 hollow nanospheres was achieved. Pd@ZIF-8 hollow nanospheres showed excellent size-selective catalytic properties in the liquid-phase hydrogenation of olefins. As a result of the uniform pore size of the ZIF-8 shell (apertures of 3.4 ?), the catalyst showed high activity for the hydrogenation of 1-hexene (1.9×8.2 ?) but very low activity for larger molecules such as cis-cyclooctene (5.3×5.5 ?), trans-stilbene (4.2×11.3 ?), and triphenylethylene (9.1×9.2 ?). Other surfactant-free noble-metal nanoparticles could also be employed to produce NPs@MOFs for catalysis.

Metallic Barium: A Versatile and Efficient Hydrogenation Catalyst

Ba metal was activated by evaporation and cocondensation with heptane. This black powder is a highly active hydrogenation catalyst for the reduction of a variety of unactivated (non-conjugated) mono-, di- and tri-substituted alkenes, tetraphenylethylene, benzene, a number of polycyclic aromatic hydrocarbons, aldimines, ketimines and various pyridines. The performance of metallic Ba in hydrogenation catalysis tops that of the hitherto most active molecular group 2 metal catalysts. Depending on the substrate, two different catalytic cycles are proposed. A: a classical metal hydride cycle and B: the Ba metal cycle. The latter is proposed for substrates that are easily reduced by Ba0, that is, conjugated alkenes, alkynes, annulated rings, imines and pyridines. In addition, a mechanism in which Ba0 and BaH2 are both essential is discussed. DFT calculations on benzene hydrogenation with a simple model system (Ba/BaH2) confirm that the presence of metallic Ba has an accelerating effect.

Photo-induced thiolate catalytic activation of inert Caryl-hetero bonds for radical borylation

Substantial effort is currently being devoted to obtaining photoredox catalysts with high redox power. Yet, it remains challenging to apply the currently established methods to the activation of bonds with high bond dissociation energy and to substrates with high reduction potentials. Herein, we introduce a novel photocatalytic strategy for the activation of inert substituted arenes for aryl borylation by using thiolate as a catalyst. This catalytic system exhibits strong reducing ability and engages non-activated Caryl–F, Caryl–X, Caryl–O, Caryl–N, and Caryl–S bonds in productive radical borylation reactions, thus expanding the available aryl radical precursor scope. Despite its high reducing power, the method has a broad substrate scope and good functional-group tolerance. Spectroscopic investigations and control experiments suggest the formation of a charge-transfer complex as the key step to activate the substrates.

A facile and versatile electro-reductive system for hydrodefunctionalization under ambient conditions

A general electrochemical system for reductive hydrodefunctionalization is described, employing the inexpensive and easily available triethylamine (Et3N) as a sacrificial reductant. This protocol is characterized by facile operation, sustainable conditions, and exceptionally wide substrate scope covering the cleavage of C-halogen, N-S, N-C, O-S, O-C, C-C and C-N bonds. Notably, the selectivity and capability of reduction can be conveniently switched by simple incorporation or removal of an alcohol as a co-solvent.

Nitrenium Salts in Lewis Acid Catalysis

Molecular compounds featuring nitrogen atoms are typically regarded as Lewis bases and are extensively employed as donor ligands in coordination chemistry or as nucleophiles in organic chemistry. By contrast, electrophilic nitrogen-containing compounds are much rarer. Nitrenium cations are a new family of nitrogen-based Lewis acids, the reactivity of which remains largely unexplored. In this work, nitrenium ions are explored as catalysts in five organic transformations. These reactions are the first examples of Lewis acid catalysis employing nitrogen as the site of substrate activation. Moreover, these compounds are readily accessed from commercially available reagents and exhibit remarkable stability toward moisture, allowing for benchtop transformations without the need to pretreat solvents.

Highly Active Superbulky Alkaline Earth Metal Amide Catalysts for Hydrogenation of Challenging Alkenes and Aromatic Rings

Two series of bulky alkaline earth (Ae) metal amide complexes have been prepared: Ae[N(TRIP)2]2 (1-Ae) and Ae[N(TRIP)(DIPP)]2 (2-Ae) (Ae=Mg, Ca, Sr, Ba; TRIP=SiiPr3, DIPP=2,6-diisopropylphenyl). While monomeric 1-Ca was already known, the new complexes have been structurally characterized. Monomers 1-Ae are highly linear while the monomers 2-Ae are slightly bent. The bulkier amide complexes 1-Ae are by far the most active catalysts in alkene hydrogenation with activities increasing from Mg to Ba. Catalyst 1-Ba can reduce internal alkenes like cyclohexene or 3-hexene and highly challenging substrates like 1-Me-cyclohexene or tetraphenylethylene. It is also active in arene hydrogenation reducing anthracene and naphthalene (even when substituted with an alkyl) as well as biphenyl. Benzene could be reduced to cyclohexane but full conversion was not reached. The first step in catalytic hydrogenation is formation of an (amide)AeH species, which can form larger aggregates. Increasing the bulk of the amide ligand decreases aggregate size but it is unclear what the true catalyst(s) is (are). DFT calculations suggest that amide bulk also has a noticeable influence on the thermodynamics for formation of the (amide)AeH species. Complex 1-Ba is currently the most powerful Ae metal hydrogenation catalyst. Due to tremendously increased activities in comparison to those of previously reported catalysts, the substrate scope in hydrogenation catalysis could be extended to challenging multi-substituted unactivated alkenes and even to arenes among which benzene.

HIGHLY SELECTIVE ELECTROCHEMICAL HYDROGENATION OF ALKYNES

Disclosed are electrochemical methods to prepare an alkane or an alkene, such as a cis- alkene, from an alkyne, or an alkane from an alkene. The method utilizes an electrochemical cell having a cathode and an anode and a reactor.

Birch-Type Photoreduction of Arenes and Heteroarenes by Sensitized Electron Transfer

The direct reduction of arenes and heteroarenes by visible-light irradiation remains challenging, as the energy of a single photon is not sufficient for breaking aromatic stabilization. Shown herein is that the energy accumulation of two visible-light photons allows the dearomatization of arenes and heteroarenes. Mechanistic investigations confirm that the combination of energy-transfer and electron-transfer processes generates an arene radical anion, which is subsequently trapped by hydrogen-atom transfer and finally protonated to form the dearomatized product. The photoreduction converts planar aromatic feedstock compounds into molecular skeletons that are of use in organic synthesis.

Cobalt-Catalyzed Hydrogenations via Olefin Cobaltate and Hydride Intermediates

Redox noninnocent ligands are a promising tool to moderate electron transfer processes within base-metal catalysts. This report introduces bis(imino)acenaphthene (BIAN) cobaltate complexes as hydrogenation catalysts. Sterically hindered trisubstituted alkenes, imines, and quinolines underwent clean hydrogenation under mild conditions (2-10 bar, 20-80 °C) by use of the stable catalyst precursor [(DippBIAN)CoBr2] and the cocatalyst LiEt3BH. Mechanistic studies support a homogeneous catalysis pathway involving alkene and hydrido cobaltates as active catalyst species. Furthermore, considerable reaction acceleration by alkali cations and Lewis acids was observed. The dinuclear hydridocobaltate anion with bridging hydride ligands was isolated and fully characterized.

Electrochemical Hydrogenation with Gaseous Ammonia

As a carbon-free and sustainable fuel, ammonia serves as high-energy-density hydrogen-storage material. It is important to develop new reactions able to utilize ammonia as a hydrogen source directly. Herein, we report an electrochemical hydrogenation of alkenes, alkynes, and ketones using ammonia as the hydrogen source and carbon electrodes. A variety of heterocycles and functional groups, including for example sulfide, benzyl, benzyl carbamate, and allyl carbamate were well tolerated. Fast stepwise electron transfer and proton transfer processes were proposed to account for the transformation.