Dissolving metal reduction K metal-crown ether-toluene system for reductive defluorination

Autor:	Takeshi Oishi, Tomihiko Ohsawa
Rok vydání:	1984
Předmět:	Formamide chemistry.chemical_classification Inorganic chemistry General Chemistry Condensed Matter Physics Toluene Potassium fluoride Solvent chemistry.chemical_compound chemistry Nucleophile Sulfolane Crown ether Alkyl Food Science
Zdroj:	Journal of Inclusion Phenomena. 2:185-194
ISSN:	1573-1111 0167-7861
DOI:	10.1007/bf00663255
Popis:	Toluene radical anion, generated by dissolving potassium metal in toluene by the assistance of dicyclohexano-18-crown-6, has been proved to be especially effective for reductive removal of fluorine atom from unactivated alkyl fluorides that resist common reduction conditions. Stereochemical and mechanistic aspects of the present method is discussed. In connection with the preparation of substrates the effect of dipolar aprotic solvents on the nucleophilic fluorination with potassium fluoride/dicyclohexano-18-crown-6 system was also examined, and sulfolane or N,N-dimethyl formamide was shown to be a solvent of choice.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::002065c3170dc35405462f88d4f5ec0a https://doi.org/10.1007/bf00663255 Zobrazit plný text záznamu Full text from SpringerLink