Various commercially available thiols react photochemically with tetravinylsilane to give the corresponding tetrasubstituted thioether compounds. The reactions are conducted in air using typical borosilicate glassware. Yields range from 64 to 100%, and purification steps, if necessary, involve simple precipitation or extraction steps. Thiol addition occurs predominantly to give the anti-Markovnikov product; amounts of Markovnikov addition range from 1 to 5%.
The application of thiol-ene chemistry to the synthesis of new carbosilane-thioether dendrimers is presented in this work. The dendrimers are prepared in a divergent fashion starting with tetravinylsilane as a core, followed by a succession of alternating thiol-ene and Grignard reactions. Vinyl-terminated dendrimers up to the fifth generation were isolated in excellent yields (78-94%). Products were characterized by multinuclear NMR spectroscopy, dynamic light scattering, gel permeation chromatography, and MALDI-TOF mass spectrometry.
The thiol-ene addition reaction is a clean, effective method for the introduction of the thioether functionality into unsaturated compounds. Though widely used in organic, polymer and materials chemistry, the application of the thiol-ene reaction in organosilicon chemistry has been relatively minimal. The literature discussed here emphasizes the synthetic utility of thiol-ene reactions of vinylsilanes by highlighting the following areas: (1) the tolerance of various vinylsilane derivatives, (2) the reactivity of various substituents on the vinylsilane moiety, (3) the simplicity of reaction conditions, and (4) the versatility of reaction products as intermediates.
We report on the preparation of new amphiphilic carbosilane-thioether dendrimers by thiol-ene chemistry and their application in the in situ formation of silver nanoparticles (AgNPs) with unusual versatility in approach. In the presence of the dendrimers, AgNPs can be prepared in either water or organic solvents, and by simply using UV irradiation or heat in the reduction step without the need for a chemical reducing agent. Monodisperse size-tunable AgNPs possessing a simple cubic crystal structure were characterized by TEM, SAED, XRD, and other techniques. Susceptibility examination of E. coli indicated strong antibacterial activity of the AgNPs in aqueous solution.
<div>Synthesis of unsymmetrical trithiocarbonate sulfonate salt, along with disulfide, thiol and</div><div>symmetrical trithiocarbonate from 3-mercapto-1-propane-sulfonicacid, sodium salt with, without</div><div>of phase transfer catalyst and under various reaction conditions are described. The obtained</div><div>compounds having divergent usefulness in RAFT polymerization, sulfonyl preparation and</div><div>having capable of binding in a multidentate fashion to soft transition metal ions.</div>
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