51958-51-1

Usage

Uses

1-Bromophenanthrene is used as an important reagent in the synthesis of heteroaryl compounds for organic light-emitting devices (OLEDs). The expression is: 1-Bromophenanthrene is used as a reagent for the synthesis of heteroaryl compounds in the production of OLEDs.
Used in Electronics Industry:
1-Bromophenanthrene is used as a key intermediate in the synthesis of various organic materials for the electronics industry, particularly in the development and manufacturing of OLEDs. Its role in this application is to facilitate the formation of heteroaryl compounds, which are essential components in the construction of OLEDs, enhancing their performance and efficiency.

Upstream product

• 54737-45-0 (E)-2-bromostilbene 
• 3366-65-2 2-aminophenanthrene 
• 3433-80-5 1-Bromo-2-bromomethyl-benzene 
• 36901-75-4 (2-bromobenzyl)triphenylphosphonium bromide 
• 78602-28-5 1-bromo-2-(2-phenylethenyl)benzene 
• 88284-48-4 2-(trimethylsilyl)phenyl trifluoromethanesulfonate 
• 6630-33-7 ortho-bromobenzaldehyde 
• 213599-19-0 1-bromo-2-(2,2-dibromovinyl)benzene 
• 2489-86-3 1-allylnaphthalene 
• 51958-50-0 2-Amino-1-bromophenanthren 
• 4176-53-8 1-aminophenanthrene 

Downstream Products

• 146746-64-7 1-(2-fluoro-6-methoxyphenyl)phenanthrene 
• 959926-12-6 2-(1-Phenanthryl)benzaldehyde 
• 85-01-8 phenanthrene 
• 146746-66-9 1-(2-fluoro-6-hydroxyphenyl)phenanthrene triflate 
• 146746-65-8 1-(2-fluoro-6-hydroxyphenyl)phenanthrene 
• 194-69-4 benzo[c]chrysene 

Relevant academic research and scientific papers

Extremely deep-blue fluorescent emitters with CIEy?≤?0.04 for non-doped organic light-emitting diodes based on an indenophenanthrene core

The fluorescent molecules 7,7-dimethyl-N,N-diphenyl-7H-indeno[1,2-a] phenanthren-9-amine (DIP) and 4-(7,7-dimethyl-7H-indeno[1,2-a]phenanthren-9-yl)-N,N-diphenylaniline (TIP), with indenophenanthrene cores and attached arylamine structures, were synthesiz

A Visible Light and Iron-mediated Carbocationic Route to Polysubstituted 1-Halonaphthalenes by Benzannulation using Allylbenzenes and Polyhalomethanes

A wide array of polysubstituted 1-bromo and chloronaphthalenes are obtained from coupling of allylbenzenes and polyhalomethanes. The reaction is mediated by iron metal under visible light irradiation and proceeds via a Kharasch addition intermediate followed by intramolecular FeIII mediated Friedel-Crafts alkylation, with the formation of two Csp2?Csp2 bonds in the process. This method gives easy access to 1-halonaphthalenes with substituent(s) at C-5 to C-8 that are otherwise hard to synthesize. (Figure presented.).

Construction of Phenanthrenes and Chrysenes from β-Bromovinylarenes via Aryne Diels-Alder Reaction/Aromatization

A highly efficient transition-metal-free general method for the synthesis of polycyclic aromatic hydrocarbons like phenanthrenes and chrysenes (and tetraphene) from β-bromovinylarenes and arynes has been developed. The reactions proceed via an aryne Diels-Alder (ADA) reaction, followed by a facile aromatization. This is the first report on direct construction of chrysenes (and tetraphene) using the ADA approach. Unlike the literature method which is limited to only 9/10-substituted derivatives, this method gives access to a wide variety of functionalized phenanthrenes.

Radical Alkyne peri-Annulation Reactions for the Synthesis of Functionalized Phenalenes, Benzanthrenes, and Olympicene

Radical cyclization reactions at a peri position were used for the synthesis of polyaromatic compounds. Depending on the choice of reaction conditions and substrate, this flexible approach led to Bu3Sn-substituted phenalene, benzanthrene, and olympicene derivatives. Subsequent reactions with electrophiles provided synthetic access to previously inaccessible functionalized polyaromatic compounds.

Amine-based compound and organic light-emitting diode including the same

An amine-based compound is represented by Formula 1: An organic light-emitting diode includes a first electrode, a second electrode, and an organic layer between the first electrode and the second electrode. The organic layer includes an emission layer an

Air-Driven Potassium Iodide-Mediated Oxidative Photocyclization of Stilbene Derivatives

A new method has been developed for the potassium iodide-mediated oxidative photocyclization of stilbene derivatives. Compared with conventional iodine-mediated oxidative photocyclization reactions, this new method requires shorter reaction times and affords cyclized products in yields of 45-97%. This reaction proceeds with a catalytic amount of potassium iodide and works in an air-driven manner without the addition of an external scavenger. The radical-mediated oxidative photocyclization of stilbene derivatives using TEMPO was also investigated.

Compound and organic light emitting device comprising same

Disclosed are a compound represented by chemical formula 1 and an organic light-emitting device comprising the same. The explanation with respect to a substituent in chemical formula 1 refers to the detailed description. The organic light-emitting device

Efficient phenanthrene, helicene, and azahelicene syntheses

Homolytic aromatic substitution reactions are used for the efficient regioselective synthesis of helicenes, phenanthrenes, and azahelicenes. The use of halo and alkoxy substituents to control the stereochemical outcome of this approach and X-ray studies o

An Intramolecular Arene-Triflate Coupling Reaction for the Regiospecific Synthesis of Substituted Benzofluoranthenes

An intramolecular triflate-arene coupling reaction mediated by bis(triphenylphosphine)palladium(II) chloride has been developed for the synthesis of each of the isomeric benzofluoranthenes.This reaction, which results in formation of a new five-membered ring, proceeds in highest yields when performed using 0.1 equiv of the palladium catalyst, 3 eqiv of lithium chloride, and 1.2 eqiv of 1,8-diazabicycloundec-7-ene in N,N-dimethylformamide at 140 deg C.The biaryl precursors needed for the coupling reaction can be prepared by nickel(II) chloride catalyzed coupling of an aryl bromide with an magnesium bromide (prepared by ortho-lithiation of an aryl methoxymethyl ether followed by transmetalation with magnesium bromide).Using this procedure benzofluoranthene, benzofluoranthene, benzofluoranthene, and benzofluoranthene were prepared in yields of 84percent, 85percent, 93percent and 64percent, respectively.The reaction to prepare benzofluoranthene was regiospecific and afforded none of the six-membered ring product, perylene.This method was extended to the preparation of benzofluoranthene (BbF) derivatives with fluoro or methoxy groups on the benzo ring.The cyclization of compounds posessing a methoxy group on the same ring as the triflate required the addition of 0.4 equiv of triphenylphosphine to the reaction mixture.Strategies are reported for the regiospecific preparation of 4-, 5-, 6-, and 7-substituted benzofluoranthenes.Evidence is presented wich suggests the intermediacy of radicals in the oxidative-addition of aryl triflates to the palladium catalyst.