40249-26-1

Basic information

• Product Name: Pyridine, 2,3,4,5,6-pentaphenyl-
• Synonyms: Pyridine, 2,3,4,5,6-pentaphenyl-;2,3,4,5,6-Pentaphenyl-pyridine
• CAS NO: 40249-26-1
• Molecular Formula: C₃₅H₂₅N
• Molecular Weight: 459.5797
• Mol File: 40249-26-1.mol
• Article Data: 9

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Pyridine, 2,3,4,5,6-pentaphenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Pyridine, 2,3,4,5,6-pentaphenyl-(40249-26-1)
• EPA Substance Registry System: Pyridine, 2,3,4,5,6-pentaphenyl-(40249-26-1)

Safety Data

• Hazardous Substances Data: 40249-26-1(Hazardous Substances Data)

Usage

General Description

Pyridine, 2,3,4,5,6-pentaphenyl- is a chemical compound composed of a pyridine ring with five phenyl groups attached at various positions. It is commonly used as a ligand in coordination chemistry and in the synthesis of various organic compounds. This chemical has a variety of industrial applications, including as a catalyst for organic reactions and as a building block in the production of pharmaceuticals and agrochemicals. It is also used in the manufacture of dyes, rubber chemicals, and other specialty chemicals. Pyridine, 2,3,4,5,6-pentaphenyl- is a versatile compound with a wide range of uses in the chemical industry.

Upstream product

• 567-80-6 1,2,3,4,5-pentaphenyl-pentane-1,5-dione 
• 60-35-5 acetamide 
• 451-40-1 phenyl benzyl ketone 
• 100-52-7 benzaldehyde 
• 100-47-0 benzonitrile 
• 479-33-4 2,3,4,5-tetraphenylcyclopenta-2,4-dienone 
• 13179-90-3 2,3,4,5,6-pentaphenylpyrylium bromide 
• 24163-39-1 sodium 2-nitropropane 
• 83365-35-9 C₄₂H₃₂N⁽¹⁺⁾*BF₄^(1-) 
• 501-65-5 diphenyl acetylene 
• 56535-90-1 azido-2 pentaphenyl-2,3,4,5,6 2H-thiopyranne 
• 631-61-8 ammonium acetate 
• 7664-41-7 ammonia 
• 7474-65-9 (E)-2-phenylchalcone 

Relevant articles and documents

Robust Cobalt Catalyst for Nitrile/Alkyne [2+2+2] Cycloaddition: Synthesis of Polyarylpyridines and Their Mechanochemical Cyclodehydrogenation to Nitrogen-Containing Polyaromatics**

The transition-metal-catalyzed [2+2+2] cycloaddition of nitriles and alkynes is an established synthetic approach to pyridines; however, these cycloadditions often rely on the use of tethered diynes or cyanoalkynes as one of the reactants. Thus, examples of efficient, fully intermolecular catalytic [2+2+2] pyridine synthesis, especially those employing unactivated nitriles and internal alkynes leading to pentasubstituted pyridines, remain scarce. Herein, we report on simple and inexpensive catalytic systems based on cobalt(II) iodide, 1,3-bis(diphenylphosphino)propane, and Zn that promote [2+2+2] cycloaddition of various nitriles and diarylacetylenes for the synthesis of a broad range of polyarylated pyridines. DFT studies support a reaction pathway involving oxidative coupling of two alkynes, insertion of the nitrile into a cobaltacyclopentadiene, and C-N reductive elimination. The resulting tetra- and pentaarylpyridines serve as precursors to hitherto unprecedented nitrogen-containing polycyclic aromatic hydrocarbons via mechanochemically assisted multifold reductive cyclodehydrogenation.

Convenient synthesis of selected meta- and ortho-substituted pentaarylpyridines via the Suzuki-Miyaura cross-coupling reaction

The first synthesis of sterically demanding, stable at room temperature atropisomeric derivatives of penta-(ortho-substituted phenyl)pyridines is described. The Suzuki-Miyaura cross-coupling reaction of pentabromopyridine and selected meta- and ortho-tolylboronic acids afforded a series of pentaarylpyridine derivatives. The structures of two room temperature stable atropisomeric derivatives of penta-(o-tolyl)pyridines were confirmed by single-crystal X-ray analysis. Racemic atropisomers were examined by1H NMR spectroscopy with a chiral solvating agent in order to visualize the presence of individual enantiomers.

Site selective synthesis of pentaarylpyridines via multiple Suzuki-Miyaura cross-coupling reactions

Pentaarylpyridines were conveniently prepared in one step by pentafold Suzuki-Miyaura reactions of pentachloropyridine. Moreover, site selective reactions were performed, leading to various substituted arylpyridines. Pentaarylpyridines were studied in det