ChemicalBook CAS DataBase List (4-METHYLPHENYL)DIPHENYL SULFONIUM TRIFLUOROMETHANESULFONATE

(4-METHYLPHENYL)DIPHENYL SULFONIUM TRIFLUOROMETHANESULFONATE synthesis

6synthesis methods

Product Name:(4-METHYLPHENYL)DIPHENYL SULFONIUM TRIFLUOROMETHANESULFONATE
CAS Number:81416-37-7
Molecular formula:C20H17F3O3S2
Molecular Weight:426.47

139-66-2 Synthesis

139-66-2
301 suppliers
$5.00/10g

(4-Methylphenyl)(2,4,6-triMethylphenyl)iodoniuM triflate

1204518-02-4
36 suppliers
$28.00/100MG

(4-METHYLPHENYL)DIPHENYL SULFONIUM TRIFLUOROMETHANESULFONATE

81416-37-7
40 suppliers
$90.00/1g

Yield:81416-37-7 96%

Reaction Conditions:

with Cu(OAc)₂*H₂O in 1,2-dichloro-ethane at 100; for 15 h;Catalytic behavior;Sealed tube;Reagent/catalyst;Temperature;Time;

Steps:

Procedure for sulfonium salt synthesis by aryl-group transfer using mesityliodonium(III) salt 2.

General procedure: Diarylsulfide 1(0.50 mmol), aryl(mesityl)iodonium(III) salt 2 (0.60 mmol, 1.2 equiv.) and Cu(OAc)2·H2O (9.9 mg, 0.05 mmol, 10mol % relative to diarylsulfide 1) were dissolved in 1,2-dichloroethane (DCE, 5 mL) in a sealed tube. The reaction mixture was stirred at the indicated temperature and time (see Table 1). It was then cooled to room temperature, and the resulting solution was purified by column chromatography on silica gel (dichloromethane/acetone) to give triarylsulfonium triflate 3. Sulfonium salts are generally light sensitive, and coloration of the compounds would occur during the column chromatography and evaporation. (4-Methylphenyl)diphenylsulfonium triflate (3aa).27 Gray solid; mp 97-98 °C. IR: 3064, 2928, 1591, 1476 cm-1. 1H NMR: δ 2.46 (s, 3H, CH3), 7.49 (d, J 8.3 Hz, 2H, ArH), 7.61 (d, J 8.8 Hz, 2H, ArH), 7.68-7.76 (m, 10H, ArH) ppm. 13C NMR: δ 21.0, 120.7 (q, JCF 320.0 Hz, OTf), 121.4, 125.5, 131.1, 131.3, 131.4, 131.9, 134.2, 145.5 ppm.

References:

Dohi, Toshifumi;Hayashi, Takumi;Kumar, Ravi;Miyamoto, Naoki;Nojiri, Haruna;Takenaga, Naoko;Yoto, Yusuke [Arkivoc,2021,vol. 2021,# 7,p. 7 - 18]

945-51-7 Synthesis