Nucleophilic substitution of S-phenyl thiol esters by electrogenerated polysulfide ions in N,N-dimethylacetamide

Autor:	Julie Robert, Mérièm Anouti, Abdelkader Ahrika, Jacky Paris
Rok vydání:	1998
Předmět:	chemistry.chemical_classification chemistry.chemical_element Photochemistry Sulfur Medicinal chemistry Dimethylacetamide Ion chemistry.chemical_compound chemistry Nucleophile Thiol Nucleophilic substitution Reactivity (chemistry) Polysulfide
Zdroj:	Journal of the Chemical Society, Perkin Transactions 2. :607-610
ISSN:	1364-5471 0300-9580
Popis:	The reactivity of electrogenerated S⅓– polysulfide ions S3˙– (⇌S62–) towards S-phenyl thiol esters RC(O)SPh [R = Me (1), Et (2), Pri (3)] has been followed by spectroelectrochemistry in N,N-dimethylacetamide at 24 °C. With 1 and 2 reactions readily lead to thiocarboxylate ions and phenyltetrasulfanide ions, PhS4–, from the nucleofugic benzenethiolate ions in presence of sulfur. With 3 kinetic studies imply that S62– species are the nucleophilic S⅓– agents rather than S3˙– radical anions in a second order rate process (k = 30 ± 3 dm3 mol–1 s–1).
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::e761bcab36ef97a75e0d24f042c8b7d0 https://doi.org/10.1039/a707562f Zobrazit plný text záznamu