1276111-26-2

Basic information

• Product Name: [1,1′-biphenyl]-4-yl(mesityl)iodonium trifluoromethanesulfonate
• Synonyms: [1,1′-biphenyl]-4-yl(mesityl)iodonium trifluoromethanesulfonate
• CAS NO: 1276111-26-2
• Molecular Weight: 548.365
• Mol File: 1276111-26-2.mol

Chemical Properties

• CAS DataBase Reference: [1,1′-biphenyl]-4-yl(mesityl)iodonium trifluoromethanesulfonate(CAS DataBase Reference)
• NIST Chemistry Reference: [1,1′-biphenyl]-4-yl(mesityl)iodonium trifluoromethanesulfonate(1276111-26-2)
• EPA Substance Registry System: [1,1′-biphenyl]-4-yl(mesityl)iodonium trifluoromethanesulfonate(1276111-26-2)

Safety Data

• Hazardous Substances Data: 1276111-26-2(Hazardous Substances Data)

Upstream product

• 1591-31-7 4-iodo-biphenyl 
• 108-67-8 1,3,5-trimethyl-benzene 
• 1493-13-6 trifluorormethanesulfonic acid 

Downstream Products

• 5949-65-5 2-phenyl-acridine 
• 27644-00-4 2-([1,1'-biphenyl]-4-yl)-1-phenylethanone 
• 3073-03-8 2-phenyltriphenylene 
• 1204296-02-5 4-(1,1-difluoroethyl)-1,1’-biphenyl 

Relevant articles and documents

N1- and N3-Arylations of Hydantoins Employing Diaryliodonium Salts via Copper(I) Catalysis at Room Temperature

Copper(I)-catalyzed N-arylation (both N1- and N3-) of hydantoins with diaryliodonium salts as aryl partners at room temperature is reported. The transformation allows diverse scopes on both hydantoins and diaryliodonium salts deliver

Versatile and base-free copper-catalyzed α-arylations of aromatic ketones using diaryliodonium salts

A ligand and base-free copper catalyzed synthetic method for the efficient α-arylation of aromatic ketones is described. In order to avoid strong bases, ketone-derived silyl enol ethers were employed. Their reaction with diaryliodonium salts as aryl source provided the intermolecular C–C coupling displaying good functional group tolerance and requiring low catalyst loading.

Catalyst-Free Arylation of Tertiary Phosphines with Diaryliodonium Salts Enabled by Visible Light

The visible-light-induced arylation of tertiary phosphines with aryl(mesityl)iodonium triflates to produce the quaternary phosphonium salts occurs under mild, metal, and catalyst-free conditions. Photo-excited EDA complexes between diaryliodonium salts an

Flow Synthesis of Diaryliodonium Triflates

A safe and scalable synthesis of diaryliodonium triflates was achieved using a practical continuous-flow design. A wide array of electron-rich to electron-deficient arenes could readily be transformed to their respective diaryliodonium salts on a gram scale, with residence times varying from 2 to 60 s (44 examples).

Copper-mediated trifluoromethylation of diaryliodonium salts with difluoromethyltriflate

The reaction of diaryliodonium salts with difluoromethyltriflate in the presence of TBAT and CuTC gave the corresponding trifluoromethylated arenes in moderate yields. Compared to other difluorocarbene-derived trifluoromethylation reactions, the current one proceeded at mild reaction conditions (room temperature) within short reaction time (5 min).

Copper-mediated trifluoromethylation of diaryliodonium salts with TMSCF3 at room temperature

A convenient method for the preparation of trifluoromethylated arenes from the reaction of diaryliodonium salts with TMSCF3 in the presence of CuBF4·(MeCN)4 and KF at room temperature within 25 min was developed. This reaction provides a valuable complement to the previously established trifluoromethylation methods.

Halogen exchange via a halogenation of diaryliodonium salts with cuprous halide

An efficient halogenation reaction has been developed with diaryliodonium salts and cuprous halides. Various diaryliodonium salts 1 could perform the reaction with readily available CuBr or CuCl in CH3CN at 80°C, assembling bromoarenes or chloroarenes in up to 92% yields. This provides us a method for the transformation from iodoarenes to other haloarenes.

Enantioselective α-arylation of aldehydes via the productive merger of iodonium salts and organocatalysis

The enantioselective α-arylation of aldehydes has been accomplished using diaryliodonium salts and a combination of copper and organic catalysts. These mild catalytic conditions provide a new strategy for the enantioselective construction and retention of enolizable α-formyl benzylic stereocenters, a valuable synthon for the production of medicinal agents. As one example, this new asymmetric protocol has been applied to the rapid synthesis of (S)-ketoprofen, a commercially successful oral and topical analgesic.