23686-31-9Relevant academic research and scientific papers
Microwave-assisted formation of sulfonium photoacid generators
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Page/Page column 8, (2012/06/16)
Efficient method for preparing sulfonium photoacid generators (PAGs) by microwave-assisted reaction of diarylsufides in the presence of alkylaryliodonium salts. Microwave-assisted synthesis of the PAGs is significantly faster, reducing reaction time with less energy consumption. Reaction times using the microwave-assisted synthesis are in a range of from 90 to 420 faster than conventional thermal conditions. The photoacid quantum yields of several salts prepared by the microwave reaction were measured; the photoacid quantum yields of new sulfonium PAGs were in a range from 0.01 to 0.4 times greater than yields from conventional synthesis. Incorporating a nitro group in the structures of the sulfonium salts increased photoacid quantum yield, induced intersystem crossing and increased the efficiency of photoacid generation compounds.
Characterization of novel sulfonium photoacid generators and their microwave-assisted synthesis
Yanez, Ciceron O.,Andrade, Carolina D.,Belfield, Kevin D.
scheme or table, p. 827 - 829 (2009/07/10)
Microwave-assisted synthesis of triarylsulfonium salt photoacid generators (PAGs) afforded reaction times 90 to 420 times faster than conventional thermal conditions, with photoacid quantum yields of new sulfonium PAGs ranging from 0.01 to 0.4. The Royal Society of Chemistry.
One-Electron Chemical Reductions of Phenylalkylsulfonium Salts
Beak, Peter,Sullivan, Thomas A.
, p. 4450 - 4457 (2007/10/02)
Twenty-two arylalkylsulfonium salts have been reduced with potassium in graphite in tetrahydrofuran and the sulfide products identified.Two trialkylsulfonium salts did not reduce under these conditions.Comparison of the sulfides from a series of monophenylalkylsulfonium salts reveals a leaving-group propensity of benzyl > secondary > primary > methyl > phenyl in a ratio of 28:(6.0 +/- 0.3):1.0:(0.53 +/- 0.09): 0.05.The cleavage ratio is shown to be independent of the electron source and the homogeneity of heterogeneity of the reaction in two cases.Multiplicative transitivity of the above ratios is not observed, although the same qualitative order is found for other comparisons.These results are interpreted in terms of the initial formation of a ?-ligand radical anion sulfonium cation, which undergoes cleavage to a carbon radical and a sulfide.This appears to be the first evidence for this type of structure in a sulfur system.Leaving-group propensities different from the above order are observed in reductions of diphenylsulfonium and benzo-fused sulfonium salts, and rationales are offered.The intermediates in these reactions appear to be different from those involved in radical additions to, or displacements on, sulfur.
