113792-74-8Relevant articles and documents
Triphenylsulfonium Salt Photochemistry. New Evidence for Triplet Excited State Reactions
Dektar, John L.,Hacker, Nigel P.
, p. 1833 - 1835 (1988)
Direct and sensitized photolysis of triphenylsulfonium salts can generate the triplet state which yields diphenyl sulfide as the major photoproduct.Triplet sensitization is observed in the presence of ketones with ET > 74 kcal/mol, and the efficiency of sensitization correlates qualitatively with increasing ET of the sensitizer.In contrast, the singlet excited state yields mainly (phenylthio)biphenyls in addition to diphenyl sulfide.
Photochemical reaction of onium salts with N,N-dimethylaniline: Evidence for photoinduced electron transfer
Buijsen,Hacker
, p. 1557 - 1560 (1993)
Direct photolysis of diphenyliodonium salts gives significantly more iodobiphenyls than in the presence of dimethylaniline. An electron transfer reaction from the singlet excited state of dimethylaniline is proposed.
Triphenylsulfonium topophotochemistry
Despagnet-Ayoub,Kramer,Sattler,Sattler,Labeaume,Thackeray,Cameron,Cardolaccia,Rachford,Winkler,Gray
, p. 27 - 34 (2018/02/06)
The products from the 193 nm irradiation of triphenylsulfonium nonaflate (TPS) embedded in a poly(methyl methacrylate) (PMMA) film have been characterized. The analysis of the photoproduct formation was performed using chromatographic techniques including HPLC, GPC and GC-MS as well as UV-vis and NMR spectroscopic methods. Two previously unreported TPS photoproducts, triphenylene and dibenzothiophene, were detected; additionally, GPC and DOSY-NMR spectroscopic analyses after irradiation suggested that TPS fragments had been incorporated into the polymer film. The irradiation of acetonitrile solutions containing 10% w/v PMMA and 1% w/v TPS in a 1 cm-path-length cuvette showed only a trace amount of triphenylene or dibenzothiophene, indicating that topochemical factors were important for the formation of these molecules. The accumulated evidence indicates that both products were formed by in-cage, secondary photochemical reactions: 2-(phenylthio)biphenyl to triphenylene, and diphenylsulfide to dibenzothiophene.
One-step arylthiolation of aromatic compounds by disulfide radical cations generated from oxidation of diaryl disulfides with aluminium chloride
Takeuchi, Hiroshi,Suga, Keisuke
, p. 1803 - 1808 (2007/10/03)
Reactions of di(phenyl and 4-tolyl) disulfides 1a and 1b with PhX 3a-e (X = H, Me, Et, Ph and Cl) in the presence of AlCl3 at 25°C give diaryl sulfides 4-6 by aromatic arylthiolation via the disulfide radical cations 2, along with thiophenols 7 formed in the incomplete reactions. Competitive intramolecular reactions of 2a also yield diphenyl sulfide 4a or/and thianthrene 8. However, the reactions of bis(4-chlorophenyl and 4-fluorophenyl) disulfides 1c and 1d selectively lead to the aromatic arylthiolation in high yields. The Hammett ρ = -8.8 at 25°C for the phenylthiolation in the reactions of 1a is more negative than that (ρ = -7.0 at -30°C) using SbCl5 instead of AlCl3, and the value ρ = -8.0 for the arylthiolation using 1d is less negative than that using 1a. These and the other mechanistic aspects support the arylthiolations via 2.
