22082-97-9

Usage

Uses

Used in Organic Synthesis:
1-bromo-2-(2-naphthyl)benzene is used as a key intermediate in the synthesis of various organic compounds for [application reason] its unique structure and reactivity.
Used in Pharmaceutical Industry:
1-bromo-2-(2-naphthyl)benzene is used as a building block for the development of new pharmaceuticals for [application reason] its potential to be incorporated into drug molecules with desired therapeutic properties.
Used in Agrochemical Industry:
1-bromo-2-(2-naphthyl)benzene is used as a precursor in the synthesis of agrochemicals for [application reason] its ability to contribute to the creation of effective crop protection agents.
It is crucial to handle 1-bromo-2-(2-naphthyl)benzene with care, as it is a potentially hazardous chemical. Proper handling and disposal procedures must be followed to ensure safety and prevent harm to the environment.

Upstream product

• 583-55-1 1-Bromo-2-iodobenzene 
• 32316-92-0 naphthalene-2-boronic acid 
• 583-53-9 2,3-dibromobenzene 
• 580-13-2 2-bromonaphthalene 
• 244205-40-1 (2-bromophenyl)boronic acid 
• 627906-96-1 2-(2-naphthyl)-5,5-dimethyl-1,3,2-dioxaborinane 

Downstream Products

• 1252259-78-1 2-(2-dimethylsilylphenyl)naphthalene 
• 1256752-91-6 (1S,2S)-N,N-bis(2-(naphthalen-2-yl)phenyl)-1,2-diphenylethane-1,2-diamine 
• 1332483-79-0 11-phenyl-11H-benzo[a]phosphafluorene 11-oxide 
• 1332483-67-6 [2-(2-naphthalenyl)phenyl]phenylphosphine oxide 
• 1632125-50-8 2-(naphthalen-2-yl)phenylphosphonic acid monoethyl ester 
• 1355317-64-4 C₂₀H₂₁O₃P 
• 1061350-97-7 2-(naphthalen-2-yl)phenylboronic acid 
• 238-84-6 benzo[a]fluorene 
• 243-17-4 2,3-benzofluorene 
• 60178-84-9 1,1’-biphenylnaphthalene 

Relevant academic research and scientific papers

Palladium-catalyzed synthesis of a phosphine oxide with a chiral phosphorus center via C-H phosphination

A new phosphine oxide with a chiral phosphine center was synthesized from a bis(biphenyl)phosphine oxide by dehydrogenative intramolecular cyclization via P-H and C-H bond activation under palladium catalysis. The absolute configuration of one enantiomer of the phosphine oxide was determined by single crystal X-ray structure analysis. By reducing the phosphine oxide, the corresponding phosphine, which also has a chiral center, was produced. The phosphine compounds could be optically resolved by chiral HPLC column chromatography.

Sulfur-Doped Nanographenes Containing Multiple Subhelicenes

In this work, we describe the synthesis and characterization of three novel sulfur-doped nanographenes (NGs) (1-3) containing multiple subhelicenes, including carbo[4]helicenes, thieno[4]helicenes, carbo[5]helicenes, and thieno[5]helicenes. Density functi

Dephosphinylative [4 + 2] Benzannulation of Phosphinyl Ynamines: Application to the Modular Synthesis of Polycyclic Aromatic Amines

A series of 9-amino-10-halophenanthrenes were synthesized through a one-pot process, including dephosphinylative Sonogashira–Hagihara coupling of 2-bromobiphenyls with air-stable phosphinyl ynamines, followed by halonium-promoted [4 + 2] benzannulation of the resulting 2-(aminoethynyl)biphenyls. Nonsubstituted and methyl-substituted 2-bromobiphenyls rapidly underwent the Sonogashira–Hagihara aminoethynylation and the halogenative Friedel–Crafts benzannulation to provide the corresponding amino(halo)phenanthrenes in high yields, while electron-sufficient and -deficient substrates did slowly undergo the former and the latter to result in low yields, respectively. This protocol worked well for the syntheses of highly π-extended aminophenanthrenes and aminobenzonaphthothiophenes with different optical properties. Further application of this approach between 2,2″- and 2′,5′-dibromo-p-terphenyls with phosphinyl ynamines led to the regioselective formation of 6,13-diamino-5,12-dihalo- and 5,12-diamino-6,13-dihalo-dibenz[a,h]anthracenes via dual aminoethynylation and [4 + 2] benzannulation. The obtained analogues showed different ultraviolet–visible absorption and photoluminescence spectra with different emission quantum yields in CH2Cl2 solution and the powder state.

Rhodium-Catalyzed Synthesis of Chiral Monohydrosilanes by Intramolecular C?H Functionalization of Dihydrosilanes

The preparation of chiral monohydrosilanes remains a rarely achieved goal. To this end a Rh-catalyzed desymmetrization of dihydrosilanes by way of intramolecular C(sp2)?H functionalization under simple and mild conditions has now been developed

Selective Mechanochemical Monoarylation of Unbiased Dibromoarenes by in Situ Crystallization

Palladium-catalyzed Suzuki-Miyaura cross-coupling reactions of liquid, unbiased dibromoarenes under mechanochemical conditions selectively afford the monoarylated products. The lower reactivity of the crystalline monoarylated products relative to the liquid starting materials should be attributed predominantly to the low diffusion efficiency of the former in the reaction mixture, which results in a selective monoarylation. The present study sheds light on a novel approach using in situ phase transitions in solids to design selective organic transformations that are difficult to achieve via conventional solution-based synthesis.

Ag-Catalyzed Cyclization of Arylboronic Acids with Elemental Selenium for the Synthesis of Selenaheterocycles

A general method for the synthesis of five-membered and six-membered selenaheterocycles through Ag-catalyzed C?Se bond-forming reaction is reported. This reaction proceeds via intramolecular cyclization of arylboronic acids with selenium powder. Preliminary mechanism studies demonstrate that this transformation involves a selenium-centred radical intermediate. (Figure presented.).

HETEROCYCLIC COMPOUND AND ORGANIC LIGHT EMITTING DEVICE COMPRISING SAME

The present specification provides a hetero-cyclic compound and an organic light emitting device comprising the same.

Visible-Light Induced Radical Silylation for the Synthesis of Dibenzosiloles via Dehydrogenative Cyclization

A visible-light induced radical silylation to dibenzosiloles from biarylhydrosilanes is described. The products were obtained in satisfactory yields under mild and water/air compatible conditions, providing an efficient and practical method for the synthesis of difunctionalized siloles by using a cheap organic dye photocatalyst. The method is tolerated by a wide range of functional groups and has a broad substrate scope. Light/dark experiments and quantum yield measurements provided support for a photocatalytic pathway rather than a chain process. (Figure presented.).

PHOTOACTIVE COMPOSITION

There is disclosed a photoactive composition; and there is also disclosed an organic electronic device comprising a first electrical contact, a second electrical contact and a photoactive layer therebetween, the photoactive layer comprising the photoactive composition.

Rhodium-catalyzed intramolecular C-H silylation by silacyclobutanes

Silacyclobutane was discovered to be an efficient C-H bond silylation reagent. Under the catalysis of RhI/TMS-segphos, silacyclobutane undergoes sequential C-Si/C-H bond activations, affording a series of π-conjugated siloles in high yields and regioselectivities. The catalytic cycle was proposed to involve a rarely documented endocyclic β-hydride elimination of five-membered metallacycles, which after reductive elimination gave rise to a Si-RhI species that is capable of C-H activation. Old reagent, new reactivity: Silacyclobutane was discovered to be an efficient C-H bond silylation reagent under the catalysis of Rh/TMS-segophos. This new reactivity was attributed to a key Si-RhI intermediate formed through a Si-C activation, endocyclic β-H elimination and reductive elimination cascade. A wide array of siloles was obtained in high yields and excellent regioselectivities.