22015-54-9Relevant academic research and scientific papers
Insertion of a two sulfur unit into the S-S bond - Tailor-made polysulfides
Rys,Harpp
, p. 7169 - 7172 (2007/10/03)
Triphenylthiosulfenyl chloride (1) reacts with disulfides RSSR, yielding tetrasulfides as the main products. The results of the insertion for different R groups are reported. A two-step mechanism involving the formation of unsymmetrical trisulfide intermediates containing the trityl group is proposed. (C) 2000 Elsevier Science Ltd.
Three sulfur atom insertion into the S-S bond - Pentasulfide preparation
Hou,Abu-Yousef,Harpp
, p. 7809 - 7812 (2007/10/03)
Chloro(triphenylmethyl)trisulfide (1) reacts under mild conditions with symmetric primary dialkyl disulfides and aromatic disulfides giving pentasulfides as the main products in good yield and selectivity. A mechanism involving a triphenylmethyl alkyl/phenyl tetrasulfide intermediate is discussed. (C) 2000 Elsevier Science Ltd.
Nucleophilic substitution of alkyl halides by electrogenerated polysulfide ions in N,N-dimethylacetamide
Ahrika, Abdelkader,Robert, Julie,Anouti, Meriem,Paris, Jacky
, p. 513 - 520 (2007/10/03)
The reactions between a series of alkyl halides RX: X = I, R = CH3 (1), C3H7 (2); X = Br, R = C4H9 (3), 2-C4H9 (4), 3-C5H11 (5), PhCH2 (6); X = Cl, R = PhCH2 (7), C6H13 (8), and electrogenerated S1/3- ions (S62- ?S3.-) have been investigated by spectroelectrochemistry in N,N-dimethylacetamide at 20°C. RX substrates react in two steps: (i) nucleophilic substitution of S1/3- ions (SN2 process) yielding RSx- ions (x = 5.2, R = alkyl; x = 4.8, R = PhCH2); (ii) subsequent substitutions of RSx- ions lead to RSzR polysulfanes (z ≈ 3.5), probably through partial disproportionation of the anionic species. On a preparative scale, mixtures of CH3SzCH3 (z = 2-6, z = 3.9) or PhCH2Sz CH2Ph (z = 2-5, z = 3.7) were obtained from chemical reactions between 1, 6 and S62- ions, or electrochemical syntheses. Kinetic studies at 20°C of the reactions between S3.- ions and substrates 4, 5, 7 and 8 imply that the dianions S62- are the nucleophilic agents in the first step rather than S3.- radical anions.
