Quaternary Ammonium Trifluoromethoxide Salts as Stable Sources of Nucleophilic OCF3

Autor:	Josiah J. Newton, Michael Meanwell, Chadron M. Friesen, Benson J. Jelier, Rainer E. Martin, Robert Britton
Rok vydání:	2020
Předmět:	Substitution reaction Trifluoromethyl 010405 organic chemistry Organic Chemistry Solid-state 010402 general chemistry 01 natural sciences Biochemistry 0104 chemical sciences chemistry.chemical_compound Nucleophile chemistry Reagent Organic chemistry Ammonium Physical and Theoretical Chemistry
Zdroj:	Organic Letters. 22:1785-1790
ISSN:	1523-7052 1523-7060
DOI:	10.1021/acs.orglett.0c00099
Popis:	The reaction of nucleophilic tertiary amines with trifluoromethyl and pentafluoroethyl methyl ethers provides quaternary ammonium trifluoromethoxide (NR4OCF3) and pentafluoroethoxide (NR4OCF2CF3) salts, respectively, in good yields. The new trifluoromethoxide salts disclosed herein are uniquely stable for extended periods of time in both the solid state and in solution, which complements contemporary reagents. Here we describe the preparation of a range of NR4OCF3 salts, their long-term stability, and utility in substitution reactions.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::1eb7ed33a35c33e09e20cf208d8c31e2 https://doi.org/10.1021/acs.orglett.0c00099 Zobrazit plný text záznamu