2570-41-4Relevant academic research and scientific papers
AN ELECTRON SPIN RESONANCE INVESTIGATION OF THE RADICAL CATIONS FROM POLY(ALKYLTHIO)BENZENES
Alberti, Angelo,Pedulli, Gian Franco,Tiecco, Marcello,Testaferri, Lorenzo,Tingoli, Marco
, p. 975 - 980 (2007/10/02)
The radical cations of some poly(methylthio)- and poly(isopropylthio)-benzenes have been investigated by e.s.r. spectroscopy.Discrimination between the couplings due to the aryl and alkyl protons, when the assignment is not straightforward, has been made
Fragmentation of Aryl Alkyl Sulfides. A Simple, One-Pot Synthesis of Polymercaptobenzenes from Polychlorobenzenes
Maiolo, Filippo,Testaferri, Lorenzo,Tiecco, Marcello,Tingoli, Marco
, p. 3070 - 3073 (2007/10/02)
A simple procedure is described which allows one to prepare polymercaptobenzenes starting from chlorobenzenes.The reactions of all the possible chlorobenzenes with Me2CHSNa in HMPA give the corresponding (isopropylthio)benzenes which can be cleaved by adding sodium to the reaction mixtures to give the arenethiolates in good yields.In some cases the polymercaptobenzenes were isolated after treatment with acid; in other cases methyl iodide was added to the reaction mixture and poly(methylthio)benzenes were obtained.It is suggested that the (isopropylthio)benzenes react with sodium to give the corresponding radical anions which fragment at the sulfur-alkyl bond to give the arenethiolates.
Reactions of Polychlorobenzenes with Alkanethiol Anions in HMPA. A Simple, High-Yield Synthesis of Poly(alkylthio)benzenes
Testaferri, Lorenzo,Tingoli, Marco,Tiecco, Marcello
, p. 4376 - 4380 (2007/10/02)
Reactions of the isomeric trichlorobenzenes and tetrachlorobenzenes and of pentachloro- and hexachlorobenzene with an excess of the sodium salt of the isopropanethiol, in HMPA, afforded the products of complete displacement of all the chlorine atoms present in the molecule.Similar substitutions were also obtained with EtSNa.The reactions with MeSNa were in some cases complicated by the competitive nucleophilic attack at the methyl group of the initially formed aryl methyl thioethers which are thus demethylated to afford thiophenols.
