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900685 Sigma-Aldrich

2,4,6-Tri(p-tolyl)pyrylium tetrafluoroborate salt

≥95%

  • CAS Number 2713-21-5

  • Empirical Formula (Hill Notation) C26H23BF4O

  • Molecular Weight 438.26

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Properties

Related Categories Catalysis and Inorganic Chemistry, Chemical Synthesis, Other Catalysts, Photocatalysis
Quality Level   100
assay   ≥95%
form   powder
mp   298-303 °C
reaction suitability   reagent type: catalyst
reaction type: Photocatalysis

Description

Application

Excitable by blue LEDs, this photocatalyst was reported by the Nicewicz laboratory for catalysis of O-aryl carbamothioates to S-aryl carbamothioates at ambient temperatures, an improvement from the elevated reaction temperatures traditionally needed in the Newman-Kwart rearrangment or palladium catalysis. Effective for scale-up or flow chemistry, this triarylpyrylium salt provides convenient access to thiophenols from phenols.

It can also catalyze visible light-initiated, living cationic polymerization of 4-methoxystyrene with methanol under metal-free conditions.

Packaging

250 mg in glass insert

Other Notes

Ambient-Temperature Newman-Kwart Rearrangement Mediated by Organic Photoredox Catalysis
Cycloaddition Reactions Initiated by Photochemically Excited Pyrylium Salts

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles

Articles

David Nicewicz Group - Professor Product Portal

From our library of Articles, Sigma-Aldrich presents David Nicewicz Group - Professor Product Portal
Keywords: Addition reactions, Catalysis, Cycloadditions, Hydroaminations, Infrared spectroscopy, Oxidations

Peer-Reviewed Papers
15

References

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