3073-03-8

Basic information

• Product Name: 2-phenyltriphenylene
• Synonyms: 2-phenyltriphenylene
• CAS NO: 3073-03-8
• Molecular Weight: 304.391
• Mol File: 3073-03-8.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: 2-phenyltriphenylene(CAS DataBase Reference)
• NIST Chemistry Reference: 2-phenyltriphenylene(3073-03-8)
• EPA Substance Registry System: 2-phenyltriphenylene(3073-03-8)

Safety Data

• Hazardous Substances Data: 3073-03-8(Hazardous Substances Data)

Upstream product

• 92-52-4 biphenyl 
• 189999-35-7 [1,1'-biphenyl]-2,2'-iodonium trifluoromethanesulfonate 
• 1469876-10-5 3-phenyldibenzo[b,d]iodol-5-ium trifluoromethanesulfonate 
• 65-85-0 benzoic acid 
• 118-91-2 ortho-chlorobenzoic acid 
• 2052-07-5 2-Bromobiphenyl 
• 1276111-26-2 [1,1′-biphenyl]-4-yl(mesityl)iodonium trifluoromethanesulfonate 
• 98-80-6 phenylboronic acid 
• 615-43-0 2-iodophenylamine 
• 76129-23-2 [1,1':4',1''-terphenyl]-2-amine 
• 90-41-5 2-phenylaniline 
• 591-50-4 iodobenzene 
• 76129-24-3 2-iodo-1,1’:4’,1’’-terphenyl 
• 1591-31-7 4-iodo-biphenyl 

Relevant articles and documents

Annulative π-Extension of Unactivated Benzene Derivatives through Nondirected C-H Arylation

Annulative π-extension chemistry provides a concise synthetic route to polycyclic arenes. Herein, we disclose a nondirected annulation approach of unactivated simple arenes. The palladium-catalyzed 2-fold C-H arylation event facilitates tandem C-C linkage relays to furnish fully benzenoid triphenylene frameworks using cyclic diaryliodonium salts. The inseparable regioisomeric mixture of 1- and 2-methyltriphenylenes is identified by the combined analysis of ion mobility-mass spectrometry, gas-phase infrared spectroscopy, and molecular simulation studies.

Synthesis of Functionalized Triphenylenes via a Traceless Directing Group Strategy

A novel ligand-free Pd-catalyzed cascade reaction between o-chlorobenzoic acids and cyclic diaryliodonium salts is reported. This one-pot procedure involves a carboxylic acid directed o-arylation followed by intramolecular decarboxylative annulation affording various valuable triphenylenes, which can be further transformed into diversified building blocks for material chemistry. For the first time, it was shown that an aromatic halide can react with diaryliodonium salts under the direction of carboxylic acid functionality. It was also demonstrated that the carboxylic acid could be employed as both a traceless directing group and functional handle for the atom- and step-economical one-pot double cross-coupling annulation reaction with cyclic diaryliodonium salts as the π-extending agents.

C-C Bond (Hetero)arylation of Ring-Fused Benzocyclobutenols and Application in the Assembly of Polycyclic Aromatic Hydrocarbons

Herein, we disclose a new and efficient synthetic approach to triphenylene-based polycyclic aromatic hydrocarbons (PAHs) from ring-fused benzocyclobutenols (RBCBs) through the cleavage of the C-C σ-bond. Two key transformations are involved: (a) palladium-catalyzed C-C bond (hetero)arylation of RBCBs; and (b) Lewis acid-promoted intramolecular annulation leading to complex polycyclic compounds. A variety of multiply substituted triphenylenes and derivatives are obtained in synthetically useful yields.