127279-74-7Relevant articles and documents
PROCESS FOR PRODUCING SULFONIUM SALT
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Page/Page column 8, (2010/01/31)
It is an object of the invention to provide a method which makes it possible to manufacture the desired sulfonium salts directly without using a metathesis process and without using acids in large excess amounts. An aryl compound (A) in which a hydrogen atom is bonded to at least one of the carbon atoms of the aryl group, and a sulfoxide compound (B) which can be expressed by the formula: R1 SO R2 (where R1 and R2 indicate hydrocarbon groups or heterocyclic groups which may be substituted, and which may be the same or different) are reacted in the presence of a strong acid (C) which can be expressed by the formula:HMXmYn (where M indicates an element of group IIIa or group Va of the periodic table, X indicates a halogen atom, Y indicates a hydroxyl group, m and n are integers which are such that m + n="4 and" n = 0 to 3 in cases where M is an element of group IIIa, and m and n are integers which are such that m + n="6 and" n = 0 to 2 in cases where M is an element of group Va).
Photochemistry of triarylsulfonium salts
Dektar, John L.,Hacker, Nigel P.
, p. 6004 - 6015 (2007/10/02)
The photolysis of triphenylsulfonium, tris(4-methylphenyl)sulfonium, tris(4-chlorophenyl)sulfonium, several monosubstituted (4-F, 4-Cl, 4-Me, 4-MeO, 4-PhS, and 4-PhCO), and disubstituted (4,4′-Me2 and 4,4′-(MeO)2) triphenylsulfonium salts was examined in solution. It was found that direct irradiation of triphenylsulfonium salts produced new rearrangement products, phenylthiobiphenyls, along with diphenyl sulfide, which had been previously reported. Similarly, the triarylsulfonium salts, with the exception of the [4-(phenylthio)phenyl]diphenylsulfonium salts, gave the new rearrangement products. The mechanism for direct photolysis is proposed to occur from the singlet excited state to give a predominant heterolytic cleavage along with some homolytic cleavage. The heterolytic cleavage gives phenyl cation and diphenyl sulfide, whereas homolytic cleavage gives the singlet phenyl radical and diphenylsulfinyl radical cation pair. These pairs of intermediates then produce the observed photoproducts by an in-cage recombination mechanism and also by reactions with the solvent. The effect of solvent viscosity, solvent polarity, anion, and aryl substituent was examined. The triplet sensitization of the sulfonium salts was also investigated. In contrast to previous reports, the triplet state of the sulfonium salt is labile, leading to a triplet geminate radical pair of phenyl radical and diphenylsulfinyl radical cation. These species ultimately form benzene and diphenyl sulfide as products. Direct photolysis of the [4-(phenylthio)phenyl]diphenylsulfonium salt, gave exclusively diphenyl sulfide, benzene, and acid and decomposes via the triplet excited state.
