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• 1515696-19-1 allyl(2-(trifluoromethyl)phenyl)sulfane 

Relevant academic research and scientific papers

Chromoselective Synthesis of Sulfonyl Chlorides and Sulfonamides with Potassium Poly(heptazine imide) Photocatalyst

Among external stimuli used to promote a chemical reaction, photocatalysis possesses a unique one—light. Photons are traceless reagents that provide an exclusive opportunity to alter chemoselectivity of the photocatalytic reaction varying the color of incident light. This strategy may be implemented by using a sensitizer capable to activate a specific reaction pathway depending on the excitation light. Herein, we use potassium poly(heptazine imide) (K-PHI), a type of carbon nitride, to generate selectively three different products from S-arylthioacetates simply varying the excitation light and otherwise identical conditions. Namely, arylchlorides are produced under UV/purple, sulfonyl chlorides with blue/white, and diaryldisulfides at green to red light. A combination of the negatively charged polyanion, highly positive potential of the valence band, presence of intraband states, ability to sensitize singlet oxygen, and multi-electron transfer is shown to enable this chromoselective conversion of thioacetates.

Preparation method of symmetric disulfide bond-containing compound

The method comprises the following steps: adding a raw material and an oxidant to a reaction bottle containing a solvent; reacting 23W - 85W under the irradiation of 12 - 24h energy-saving lamps; and purifying the reaction product to obtain symmetrical disulfide bond-containing compounds. The raw material is mercaptan or thiophenol. The oxidizing agent is trichlorobromomethane, and the solvent is tetrahydrofuran. The method has the advantages of simple operation, high yield (70 - 90%), wide applicability, cheap and easily available raw materials, and provides a better way for the synthesis and production of symmetrical disulfide bond-containing compounds.

Dynamic kinetic resolution of allylic sulfoxides by Rh-catalyzed hydrogenation: A combined theoretical and experimental mechanistic study

A dynamic kinetic resolution (DKR) of allylic sulfoxides has been demonstrated by combining the Mislow [2,3]-sigmatropic rearrangement with catalytic asymmetric hydrogenation. The efficiency of our DKR was optimized by using low pressures of hydrogen gas to decrease the rate of hydrogenation relative to the rate of sigmatropic rearrangement. Kinetic studies reveal that the rhodium complex acts as a dual-role catalyst and accelerates the substrate racemization while catalyzing olefin hydrogenation. Scrambling experiments and theoretical modeling support a novel mode of sulfoxide racemization which occurs via a rhodium π-allyl intermediate in polar solvents. In nonpolar solvents, however, the substrate racemization is primarily uncatalyzed. Computational studies suggest that the sulfoxide binds to rhodium via O-coordination throughout the catalytic cycle for hydrogenation.

Novel photoreaction using diphenyl disulfide derivatives: Photoinduced oxidation of allyl alcohol

Allyl alcohols are oxidized to acrylaldehydes using diphenyl disulfide derivatives upon photoirradiation. The reaction occurs via α-hydrogen abstraction by a sulfanyl radical. Interestingly, the oxidation reaction occurs in moderate yield when a dendrimer disulfide is used as a mediator.

Simple, extremely fast, and high-yielding oxidation of thiols to disulfides

Results of oxidation of thiols to disulfides with 1,3-dibromo-5,5-dimethyl- hydantoin (DBDMH) are described. A simple addition of 0.20-0.25 mol equivalent of solid DBDMH to thiol in chloroform at room temperature yielded the disulfides in excellent yield. The reaction is extremely fast and gave no other oxidized side products. Copyright Taylor & Francis, Inc.