19027-67-9

Basic information

• Product Name: 5,7-dimethyl-1,2,3,4-tetraphenylnaphthalene
• Synonyms: 5,7-dimethyl-1,2,3,4-tetraphenylnaphthalene
• CAS NO: 19027-67-9
• Molecular Weight: 460.618
• Mol File: 19027-67-9.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 5,7-dimethyl-1,2,3,4-tetraphenylnaphthalene(CAS DataBase Reference)
• NIST Chemistry Reference: 5,7-dimethyl-1,2,3,4-tetraphenylnaphthalene(19027-67-9)
• EPA Substance Registry System: 5,7-dimethyl-1,2,3,4-tetraphenylnaphthalene(19027-67-9)

Safety Data

• Hazardous Substances Data: 19027-67-9(Hazardous Substances Data)

Upstream product

• 501-65-5 diphenyl acetylene 
• 172975-69-8 3,5-dimethylphenyl boronic acid 
• 108-38-3 m-xylene 
• 344-16-1 1-bromo-2-fluoro-3,5-dimethyl-benzene 
• 479-33-4 2,3,4,5-tetraphenylcyclopenta-2,4-dienone 

Relevant articles and documents

Rhodaelectrocatalysis for Annulative C?H Activation: Polycyclic Aromatic Hydrocarbons through Versatile Double Electrocatalysis

Rapid access to structurally diversified polycyclic aromatic hydrocarbons (PAHs) in a controlled manner is of key significance in materials sciences. Herein, we describe a strategy featuring two distinct electrocatalytic C?H transformations for the synthesis of novel nonplanar PAHs. The combination of rhodaelectrooxidative C?H activation/[2+2+2] alkyne annulation of easily accessible boronic acids with electrocatalytic cyclodehydrogenation provided modular access to diversely substituted PAHs with electricity as a sustainable oxidant. The unique molecular topology as well as the photophysical and electronic properties of the thus obtained PAHs were fully analyzed. The unique power of this metallaelectrocatalysis method was demonstrated by the chemoselective assembly of synthetically useful iodo-substituted PAHs.

Palladium-catalyzed formation of highly substituted naphthalenes from arene and alkyne hydrocarbons

Several highly substituted naphthalenes 3 have been synthesized in a one-pot reaction by treatment of arenes 1 with alkynes 2 in the presence of palladium acetate and silver acetate. In this Pd-catalyzed protocol, an arene provides a benzo source for the construction of a naphthalene core through twofold aryl C - H bond activation. Reaction of triphenylphosphine with diphenylethyne (2 a) under the catalysis of PdIV complexes produced 1,2,3,4-tetraphenylnaphthalene (3ba) in 62% yield. Here, triphenylphosphine undergoes one aryl C - P bond cleavage and one aryl C - H bond activation to serve as a benzo moiety. Crystal structures of cycloadducts 3ea, 3ga, and 3ac have been analyzed. The twisted naphthalenes arise not only from the overcrowded substituents but also from the contribution of the CH3-π interaction.