16391-62-1

Basic information

• Product Name: 7,12-diphenylbenzo[k]fluoranthene
• Synonyms: Benzo[k]fluoranthene, 7,12-diphenyl-
• CAS NO: 16391-62-1
• Molecular Formula: C₃₂H₂₀
• Molecular Weight: 404.5012
• Mol File: 16391-62-1.mol

Chemical Properties

• Melting Point: 250 °C
• Boiling Point: 613.8±35.0 °C(Predicted)
• Appearance: /
• Density: 1.238±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 7,12-diphenylbenzo[k]fluoranthene(CAS DataBase Reference)
• NIST Chemistry Reference: 7,12-diphenylbenzo[k]fluoranthene(16391-62-1)
• EPA Substance Registry System: 7,12-diphenylbenzo[k]fluoranthene(16391-62-1)

Safety Data

• Hazardous Substances Data: 16391-62-1(Hazardous Substances Data)

Upstream product

• 17694-87-0 1,8-bis-(phenylethynyl)naphthalene 
• 65-85-0 benzoic acid 
• 13093-44-2 10.13-Diphenyl-10.13-endoxy-11:12-benzo-9.10.13.14-tetrahydrofluoranthen 
• 98-80-6 phenylboronic acid 
• 1321606-21-6 7-(cyclohex-1-en-1-yl)-12-phenyl-8,9,10,11-tetrahydrobenzo[k]fluoranthene 
• 1321605-37-1 7-(cyclohex-1-en-1-yl)-12-iodo-8,9,10,11-cyclohenta[k]fluoranthene 
• 591-50-4 iodobenzene 
• 208-96-8 acenaphthylene 
• 5471-63-6 1,3-diphenylisobenzofuran 
• 641-57-6 acecyclone 
• 118-92-3 anthranilic acid 
• 187086-32-4 3-bromo-7,12-diphenylbenzo[k]fluoranthene 
• 78048-01-8 7,13-Diphenyl-10H-cyclohepta[k]fluoranthene 
• 462-80-6 benzyne 

Downstream Products

• 276249-59-3 7,12-diphenylbenzo[k]fluoranthen-3-ylboronic acid 
• 1400556-26-4 C₄₂H₂₅Br 
• 955023-57-1 2-(7,12-diphenylbenzo[k]fluoranthen-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 187086-32-4 3-bromo-7,12-diphenylbenzo[k]fluoranthene 
• 187086-26-6 7,12,7',12'-Tetraphenyl-[3,3']bi[benzo[k]fluoranthenyl] 
• 175606-05-0 dibenzo{[f,f ′]-4,4′,7,7′-tetraphenyl}diindeno[1,2,3-cd:1′,2′,3′-lm]perylene 

Relevant articles and documents

Non-doped active layer, benzo[k]fluoranthene-based linear acenes, for deep blue- to green-emissive organic light-emitting diodes

This work studies a series of fluorescent materials, benzo[k]fluoranthene- based linear acenes, and uses these materials directly as the non-doped active layer to fabricate deep blue- to green-emissive organic light emitting diodes (OLEDs). Experimental results indicate that benzo[k]fluoranthene-based linear acenes with different substituents in pristine films have a wide range and strong intensity of the luminescence spectra. The substituents of benzo[k]fluoranthene derivatives modulate the lifetime of the excited state and PL spectra of excitonic, excimer or both emissions in the solid state. Controls of emission spectra are exploited in fabricating high-performance non-doped deep blue to green OLEDs with electroluminescence in the deep blue region (420-460 nm), green region (480-580 nm) or both (430-580 nm).

Stereocontrolled Synthesis of Benzo[k]fluoranthenes - An Unexpected Isomerization Mediated by Rhodacyclopentadiene

Herein, a RhIII-catalyzed stereocontrolled synthesis of benzo[k]fluoranthenes is reported. It was found that the unexpected E/Z isomerization was highly sensitive to the electronic effects of the substituents on the aryl groups. Theoretical calculations revealed that this controllable stereochemistry originates from the mediation of rhodacyclopentadiene intermediates during the isomerization. The fact that similar stereochemistry was observed when using an IrIII catalyst further suggests a certain generality of this discovery toward some other transition metals.

Dibenzotetraphenylperiflanthene: Synthesis, photophysical properties, and electrogenerated chemiluminescence

Fissure coupling of the fluoranthene adduct (7,12-diphenyl)benzo[k]fluoranthene (3) using AlCl3/NaCl, CoF3/TFA, or T1(OCOCF3) gave the new polyaromatic hydrocarbon dibenzo{[f,f]-4,4',7,7'-tetraphenyl}diindeno[1,2,3-cd:1',2

Dienylation of Unfunctionalized Arenes with 1,6-Diynes via Rhodium-Catalyzed Directing-Group-Free C-H Bond Activation

It has been established that the dienylation of unfunctionalized arenes with 1,6-diynes, possessing aryl groups at the diyne termini, proceeds to give the corresponding dienylated arenes in the presence of a catalytic amount of an electron-deficient cyclopentadienyl rhodium(III) complex, [Cp ERhCl 2] 2, and a stoichiometric amount of silver carbonate. Experimental and theoretical mechanistic studies revealed that a Cp ERh(I) complex generated in situ might catalyze the present dienylation- reaction.

Rhodium-Catalyzed [2+1+2+1] Cycloaddition of Benzoic Acids with Diynes through Decarboxylation and C≡C Triple Bond Cleavage

It has been established that an electron-deficient cyclopentadienyl rhodium(III) (CpERhIII) complex catalyzes the oxidative and decarboxylative [2+1+2+1] cycloaddition of benzoic acids with diynes through C≡C triple bond cleavage, leading to fused naphthalenes. This cyclotrimerization is initiated by directed ortho C?H bond cleavage of a benzoic acid, and the subsequent regioselective alkyne insertion and decarboxylation produce a five-membered rhodacycle. The electron-deficient nature of the CpERhIII complex promotes reductive elimination giving a cyclobutadiene–rhodium(I) complex rather than the second intermolecular alkyne insertion. The oxidative addition of the thus generated cyclobutadiene to rhodium(I) (formal C≡C triple bond cleavage) followed by the second intramolecular alkyne insertion and reductive elimination give the corresponding [2+1+2+1] cycloaddition product. The synthetic utility of the present [2+1+2+1] cycloaddition was demonstrated in the facile synthesis of a donor–acceptor [5]helicene and a hemi-hexabenzocoronene by a combination with the chemoselective Scholl reaction.

Room Temperature Decarboxylative and Oxidative [2+2+2] Annulation of Benzoic Acids with Alkynes Catalyzed by an Electron-Deficient Rhodium(III) Complex

It has been established that an electron-deficient (η5-cyclopentadienyl)rhodium(III) [CpERhIII] complex is capable of catalyzing the decarboxylative and oxidative [2+2+2] annulation of benzoic acids with alkynes to produce substituted naphthalenes at room temperature. The appropriate choice of the additive and the solvent is crucial for this transformation. This catalyst system allowed use of oxygen as a terminal oxidant and broadened the substrate scope including both aromatic and aliphatic alkynes. In this catalysis, the electron deficient nature of the CpERhIII catalyst would cause the strong rhodium-π interaction, which accelerates the decarboxylation as well as the C?H bond cleavage.

7,12-diphenylbenzo[k]fluoranthene derivatives with electron donor-receptor structures and preparation method and application thereof

The invention belongs to the technical field of application of optoelectronic materials, and particularly relates to 7,12-diphenylbenzo[k]fluoranthene derivatives with electron donor-receptor structures and a preparation method and application thereof. Hi

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Four iodine-mediated electrophilic cyclizations of rigid parallel triple bonds mapped from 1,8-dialkynylnaphthalenes

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