21015-56-5

Basic information

• Product Name: 9,10-bis(4-chlorolphenyl)phenanthrene
• Synonyms: 9,10-bis(4-chlorolphenyl)phenanthrene
• CAS NO: 21015-56-5
• Molecular Weight: 399.319
• Mol File: 21015-56-5.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: 9,10-bis(4-chlorolphenyl)phenanthrene(CAS DataBase Reference)
• NIST Chemistry Reference: 9,10-bis(4-chlorolphenyl)phenanthrene(21015-56-5)
• EPA Substance Registry System: 9,10-bis(4-chlorolphenyl)phenanthrene(21015-56-5)

Safety Data

• Hazardous Substances Data: 21015-56-5(Hazardous Substances Data)

Upstream product

• 873-73-4 4-n-chlorophenylacetylene 
• 78704-49-1 1-(4-chlorophenyl)-2-trimethylsilylacetylene 
• 637-87-6 1-Chloro-4-iodobenzene 
• 591-50-4 iodobenzene 
• 1820-42-4 bis(4-chlorophenyl)acetylene 
• 88-65-3 2-bromobenzoic-acid 
• 13688-68-1 9,9-dimethyl-9-silafluorene 
• 58131-82-1 10,10-bis-(4-chloro-phenyl)-10H-phenanthren-9-one 
• 861004-92-4 10,10-bis-(4-chloro-phenyl)-9,10-dihydro-[9]phenanthrol 
• 7553-56-2 iodine 
• 64-19-7 acetic acid 
• 115388-37-9 2,3-bis-(4-chloro-phenyl)-2,3-diphenyl-oxirane 
• 912-17-4 1,2-diphenyl-1,2-bis-(4-chlorophenyl)-ethanediol 
• 138092-88-3 2,2'-bis(4-chlorobenzoyl)biphenyl 

Relevant articles and documents

Synthesis of Phenanthrenes via Palladium-Catalyzed Three-Component Domino Reaction of Aryl Iodides, Internal Alkynes, and o-Bromobenzoic Acids

A new palladium-catalyzed domino alkyne insertion/C-H activation/decarboxylation sequence has been developed, which provides an efficient approach for synthesizing a variety of functionalized phenanthrenes in moderate to good yields. The method shows broad substrate scope and good functional group tolerance by employing readily available materials, including aryl iodides, internal alkynes, and o-bromobenzoic acids, as three-component coupling partners.

One-Step Annulative π-Extension of Alkynes with Dibenzosiloles or Dibenzogermoles by Palladium/o-chloranil Catalysis

Reliable and short synthetic routes to polycyclic aromatic hydrocarbons and nanographenes are important in materials science. Herein, we report an efficient one-step annulative π-extension reaction of alkynes that provides access to diarylphenanthrenes and related nanographene precursors. In the presence of a cationic palladium/o-chloranil catalyst system and dibenzosiloles or dibenzogermoles as π-extending agents, a variety of diarylacetylenes are transformed successfully into 9,10-diarylphenanthrenes in a single step with good functional-group tolerance. Furthermore, double π-extension reactions of 1,4-bis(phenylethynyl)benzene and diphenyl-1,3-butadiyne are demonstrated, affording oligoarylene products, which show potential for application in the synthesis of larger polycyclic aromatic hydrocarbons and nanographenes.

Palladium-catalyzed intermolecular decarboxylative coupling of 2-phenylbenzoic acids with alkynes via C-H and C-C bond activation

A novel protocol for palladium-catalyzed intermolecular formal [4 + 2] annulation of 2-phenylbenzoic acids with alkynes is described. Acridine is shown to be essential for the high reaction efficiency. Phenanthrene derivatives are formed in moderate to good yields without coupling (pseudo)halides or organometallic species.