Selective reduction by calcium hexammine II. Reductive cleavage of sulphur compounds

Autor: J. van Schooten, H. Boer, Ph. M. Duinker, J. Knotnerus
Rok vydání: 2010
Předmět:
Zdroj: Recueil des Travaux Chimiques des Pays-Bas. 77:935-945
ISSN: 0165-0513
DOI: 10.1002/recl.19580771007
Popis: Calcium hexammine suspensions as developed in earlier work for reduction of aromatics1 have now been found to constitute mild and convenient agents for effecting reductive cleavage of aromatic types of sulphur compounds, in which the sulphur atom is linked either directly to the aromatic nucleus or to a methylene group which is attached to an aromatic nucleus. This reduction process is always accompanied by the cleavage of a carbon-sulphur bond, the sulphur compound being split into lower molecular weight products, unless the sulphur was bound in a ring. Alkyl benzyl sulphides are split into a mercaptan and toluene and alkyl phenyl sulphides into a thiophenol and an alkane, while benzothiophenes quantitatively yield 2-alkylthiophenols and dibenzothiophene yields about 80 mol% 2-cyclohex (en) ylthiophenol. Sulphur linked to two CH2-groups, each adjacent to an aromatic nucleus, is removed as H2S. The relations between the structures of the sulphur compounds and those of their reduction products are discussed with respect to possible reaction mechanisms.
Databáze: OpenAIRE