135587-61-0

Basic information

• Product Name: 4,4',6,6'-tetraphenyl-2,2'-bipyrimidine
• Synonyms: 4,4',6,6'-tetraphenyl-2,2'-bipyrimidine
• CAS NO: 135587-61-0
• Molecular Weight: 462.553
• Mol File: 135587-61-0.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 4,4',6,6'-tetraphenyl-2,2'-bipyrimidine(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4',6,6'-tetraphenyl-2,2'-bipyrimidine(135587-61-0)
• EPA Substance Registry System: 4,4',6,6'-tetraphenyl-2,2'-bipyrimidine(135587-61-0)

Safety Data

• Hazardous Substances Data: 135587-61-0(Hazardous Substances Data)

Upstream product

• 2915-16-4 2-chloro-4,6-diphenylpyrimidine 
• 4120-05-2 2-hydroxy-4,6-diphenylpyrimidine 
• 120-46-7 1,3-diphenylpropanedione 
• 59807-21-5 2-(methylsulfanyl)-4,6-diphenylpyrimidine 
• 56181-49-8 2-bromo-4,6-diphenyl-pyrimidine 

Downstream Products

• 345900-43-8 [Cu(4,4',6,6'-tetraphenyl-2,2'-bipyrimidine)2]PF₆ 

Relevant articles and documents

Efficient coupling of 2-halopyrimidines to 2,2'-bipyrimidines

2-chloropyrimidine, 2-chloro- and 2-bromo-4,6-dimethylpyrimidines, 2-chloro- and 2-bromo-4,6-diphenylpyrimidines have been dimerized to the corresponding 2,2'-bipyrimidines in good yields by Tiecco's method using NiCl2, triphenylphosphine and zinc in DMF.

Pyrimidine-core extended π-systems: General synthesis and interesting fluorescent properties

We have developed a simple but powerful synthetic strategy that permits the assembly of π-systems onto a pyrimidine core in a programmable and diversity-oriented format. The nucleophilic addition of ArLi to 2-methylthiopyrimidine, followed by 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) oxidation, resulted in the production of 4-aryl-2-methylthiopyrimidines. The iterative reaction sequence then gave 4,6-diaryl-2-methylthiopyrimidines. The resulting adduct was further allowed to react with ArMgBr under the catalytic influence of NiCl2(dppe) to afford 2,4,6-triarylpyrimidines. By following this synthetic scheme, interesting pyrimidine-core π-systems were rapidly constructed in a programmable fashion. The successful discovery of a number of interesting fluorescent materials and properties (e.g., solvatofluorochromism) speaks well for the potential of our platform strategy in the development of functional organic materials. Copyright