Stickstoff-oxidfluoride

Selectfluor: Mechanismen und Anwendungen

“…Das erste elektrophile Fluorreagens, Fluoroxytrifluormethan (CF 3 OF), wurde durch Barton et al beschrieben 2. Es folgten Reagentien wie Perchlorylfluorid (FClO 3 ),3, 4 Xenondifluorid (XeF 2 ),5 Stickstoffoxidfluoride6 und mehrere andere Hypofluoride7, 8 (Schema ). Zwar waren diese Reagentien sicherer als gasförmiges Fluor und fanden auch breite Anwendung in der Forschung und Industrie, doch blieb der Bedarf nach einer stabilen, nicht toxischen Quelle für elektrophiles Fluor weiter bestehen.…”

Fluoro-Pummerer rearrangement and analogous reactions

“…While a large array of functional groups is tolerant to the reaction, ketones required protection of the carbonyl group, usually accomplished by transforming it to the corresponding acetal [140]. In a similar 164 16 [142,143]. The reaction of ketene dithioacetals 180 with alcohols and subsequent desulfurization-fluorination of 181 with DBH and Et 3 NÁ3HF at À70 8C afforded a,adifluoroalkylethers 182.…”

“…Due to the electrophilic character of fluorine, electrophilic fluorination procedures belong to the most important methods for the introduction of fluorine into organic molecules [11]. Besides elemental fluorine many electrophilic fluorinating reagents like fluoroxytrifluoromethane (CF 3 OF) [12], perchloryl fluoride [13,14], xenon difluoride [15], nitrogen oxide fluorides [16] and several other hypofluorites [17,18] have been developed in the last fifty years. The key compounds for the establishment of electrophilic fluorination in organic chemistry have been N-fluoroimides [19] like N-fluoro-bis[(benzene)sulfonyl)]imide (NSFI) [20] and Nfluoro-bis[(trifluoromethyl)sulfonyl]imide [21,22], N-fluorosultams [23], N-fluoropyridinium salts like Umemoto's reagent [24,25] and Selectfluor 1 [26].…”

Reactions of Fluorine Nitrate with Lewis Acids

“…Fluorine nitrate is a compound related to nitrosyl and nitryl fluorides. The latter reacts with various Lewis acids to form solid ionic complexes by fluoride anion transfer [1] in accordance with the general formula: + -NOF+ MF n --NO MF n + 1 N02F+ MF n--NOa+MFn + l-It was therefore of interest to study the reaction of the related FNOa with Lewis acids serving as fluoride acceptors.…”