194-58-1

Basic information

• Product Name: 3,4:5,6-Di[1,3]butadieno-9H-fluorene
• Synonyms: 3,4:5,6-Di[1,3]butadieno-9H-fluorene;7H-Dibenzo[c,g]fluorene
• CAS NO: 194-58-1
• Molecular Formula: C₂₁H₁₄
• Molecular Weight: 266.34
• Mol File: 194-58-1.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3,4:5,6-Di[1,3]butadieno-9H-fluorene(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4:5,6-Di[1,3]butadieno-9H-fluorene(194-58-1)
• EPA Substance Registry System: 3,4:5,6-Di[1,3]butadieno-9H-fluorene(194-58-1)

Safety Data

• Hazardous Substances Data: 194-58-1(Hazardous Substances Data)

Upstream product

• 1528732-85-5 2-(cyclohepta-2,4,6-trien-1-yl)-1,1'-binaphthalene 
• 74866-28-7 2,2'-dibromo-1,1'-binaphthyl 
• 207611-58-3 2-bromo-[1,1']dinaphthyl 
• 86853-97-6 7H-Dibenzofluorenone 
• 102183-61-9 1,1'-(diazomethylene)bisnaphthylene 
• 130799-83-6 6,7-Dihydro-5H-dibenzo[c,g]fluorene 

Downstream Products

• 16927-27-8 7-Phenyl-7H-dibenzofluoren 

Relevant articles and documents

Synthesis and Properties of Partially Saturated Fluorenyl-Derived [n]Helicenes Featuring an Overcrowded Alkene

The straightforward, multigram-scale synthesis of the partially saturated H6-fluoreno[n]helicenes (n=5 or 7) featuring a central, overcrowded alkene is described. The key cyclization step was based on an intramolecular McMurry reaction from the corresponding 1,5-diketones. Chiral stationary phase HPLC analysis and isomer separation indicate that each helicenic compound is constituted of three diastereoisomers at room temperature, i. e. the configurationally stable (R,R,P)/(S,S,M) pair of enantiomers and an apparently achiral compound resulting from the rapid interconversion between the (R,S,P) and (S,R,M) enantiomers. The partially saturated H6-fluoreno[n]helicenes are oxidatively aromatized to give an efficient access to the corresponding fluoreno[n]helicenes. The chiroptical properties (vibrational and electronic circular dichroism) of the chiral, enantiopure compounds have been measured and analyzed by quantum-chemical calculations, confirming their helicoidal nature.

Gold(I) carbenes by retro-buchner reaction: Generation and fate

The fate of the aryl gold(I) carbenes generated by retro-Buchner reaction of ortho-substituted 7-aryl-1,3,5-cycloheptatrienes is dependent on the constitution of the ortho substituent. Indenes and fluorenes are obtained by intramolecular reaction of highly electrophilic gold(I) carbenes with alkenes and arenes. According to density functional theory calculations, the gold-catalyzed retro-Buchner process occurs stepwise, although the two carbon-carbon cleavages occur on a rather flat potential energy surface.

DIBENZO[c,g]FLUORENE COMPOUND AND AN ORGANIC LIGHT-EMITTING DEVICE USING THE SAME

An organic light-emitting device which has high emission efficiency and high durability even at low drive voltage is provided. An organic light-emitting device including an anode, a cathode, and an organic compound layer which is interposed between the anode and the cathode, wherein the organic compound layer include at least one dibenzo[c,g]fluorene compound represented by the following General Formula (1).