Premium
Elektroreduktion organischer Verbindungen, 13. Coelektroreduktion von Dithiocarbonsäureestern mit Halogenaromaten
Author(s) -
Streek Michael,
Voß Jürgen
Publication year - 1988
Publication title -
chemische berichte
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 0009-2940
DOI - 10.1002/cber.19881211226
Subject(s) - chemistry , medicinal chemistry , nucleophilic aromatic substitution , polymer chemistry , nucleophilic substitution
Electroreduction of Organic Compounds, 13. – Coelectroreduction of Methyl Dithiocarboxylates with Halogenoarenes Coelectroreduction of methyl dithiopivalate ( 1 ) or dithiobenzoate ( 11 ) with a monohalogenobenzene does not result in any characteristic products. However, the aryl methyl dithioacetals 7 and 8 are formed on cathodic reduction of 1 in the presence of the o ‐dihalogenobenzenes 4 and 5 , respectively. – An S N Ar mechanism is proposed, which is also in accordance with the formation of 2‐bromobenzenethiolate ( 9 ) from 1 and 4 or 5 .