116864-83-6

Basic information

• Product Name: triphenyl(pyridin-2-yl)phosphonium trifluoromethanesulfonate
• Synonyms: triphenyl(pyridin-2-yl)phosphonium trifluoromethanesulfonate
• CAS NO: 116864-83-6
• Molecular Weight: 489.455
• Mol File: 116864-83-6.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: triphenyl(pyridin-2-yl)phosphonium trifluoromethanesulfonate(CAS DataBase Reference)
• NIST Chemistry Reference: triphenyl(pyridin-2-yl)phosphonium trifluoromethanesulfonate(116864-83-6)
• EPA Substance Registry System: triphenyl(pyridin-2-yl)phosphonium trifluoromethanesulfonate(116864-83-6)

Safety Data

• Hazardous Substances Data: 116864-83-6(Hazardous Substances Data)

Upstream product

• 113964-82-2 2,4-Pyridindiylbis(triphenylphosphoniumtrifluormethansulfonat) 
• 603-35-0 triphenylphosphine 
• 2926-27-4 potassium trifluoromethansulfonate 
• 79462-49-0 2-pyridyltriphenylphosphonium bromide 
• 109-04-6 2-bromo-pyridine 
• 65007-00-3 pyridin-2-yl trifluoromethanesulfonate 
• 109-09-1 2-chloropyridine 
• 33454-82-9 lithium trifluoromethanesulfonate 
• 98-80-6 phenylboronic acid 
• 37943-90-1 2-(diphenylphosphino)pyridine 
• 66003-76-7 Diphenyliodonium triflate 

Relevant articles and documents

Dicationic phosphonium salts: Lewis acid initiators for the Mukaiyama-aldol reaction

Two strategies were used to prepare dicationic phosphonium cations. The first method consists of the reaction of 1-chlorocyclopropenium salts with phosphines to obtain cyclopropenium-substituted phosphonium salts 10a-f[BF4]. Anion exchange was performed to access the corresponding [B(C6F5)4]- analogues 10a-f[B(C6F5)4], which showed much higher solubility in organic solvents. In addition, we developed a synthesis of dicationic phosphonium salts containing 2-, 3-, or 4-methylpyridinium substituents 11a-c[TfO], which were converted as well to their [B(C6F5)4]- analogues 11a-c[B(C6F5)4]. Finally, the phenoxy-substituted phosphonium salt 12[B(C6F5)4] was also prepared. All salts demonstrated remarkable stability in air as compared with their fluorinated analogues. The Lewis acidity of these salts was evaluated by means of theoretical calculations and finally, they were shown to be effective in initiating the Mukaiyama-aldol reaction.

Preparation and reaction of quinolinyl (or pyridinyl)phosphonium salts with base and pivalaldehyde

α- and γ-Heteroaryltriphenylphosphonium iodides were prepared by reaction of the corresponding heteroaryl iodides with triphenylphosphine. Reaction of β-heteroaryl iodides with triphenylphosphine in the presence of a palladium catalyst gave β-heteroaryltriphenylphosphonium iodides. Elimination of the heteroaryl group was achieved by treating the heteroaryltriphenylphosphonium iodides with a base. Further, the heteroaryl group was trapped with pivalaldehyde to introduce a pivaloyl substituent onto the heteroaromatic ring.

Chemistry of Triphenyl-(or Tri-n-butyl-)pyridylphosphonium Salts, 2. - 2,4-Pyridinediylbis(phosphonium) Salts

2,4-Pyridinediylbis(phosphonium) salts 1 react with nucleophiles to give 4-substituted products 6-8.Under radical reaction conditions the 5-position in 1a is attacked to yield 9.Sodium azide transforms 1a into 8.This salt is used as starting material for