2923-16-2Relevant articles and documents
Alkali metal trifluoroacetates for the nucleophilic trifluoromethylation of fullerenes
Bogdanov, Viktor P.,Dmitrieva, Veronika A.,Ioutsi, Vitaliy A.,Belov, Nikita M.,Goryunkov, Alexey A.
, (2019)
Fullerene C60 readily reacts with potassium and cesium trifluoroacetates yielding C60(CF3)–M+ salts, and subsequent acid hydrolysis gives ortho-C60(CF3)H. The reaction rate and the probability of the alternative reaction pathways strongly depend on the particular metal cation. Thus, the reactivity increases in the order Li 2- rather than CF3-functionalization of the fullerene, in good accordance with the hard/soft acids and bases theory. The nucleophilic trifluoromethylation is found to be applicable to other pristine fullerenes like C70 as well as to fullerene derivatives like p7mp-C70(CF3)10. It enables selective preparation of low trifluoromethylated fullerenes via regioselective consecutive trifluoromethylation under accurately controlled solution-phase conditions.
Recyclable Trifluoromethylation Reagents from Fluoroform
Geri, Jacob B.,Szymczak, Nathaniel K.
supporting information, p. 9811 - 9814 (2017/08/03)
We present a strategy to rationally prepare CF3- transfer reagents at ambient temperature from HCF3. We demonstrate that a highly reactive CF3- adduct can be synthesized from alkali metal hydride, HCF3, and borazine Lewis acids in quantitative yield at room temperature. These nucleophilic reagents transfer CF3- to substrates without additional chemical activation, and after CF3 transfer, the free borazine is quantitatively regenerated. These features enable syntheses of popular nucleophilic, radical, and electrophilic trifluoromethylation reagents with complete recycling of the borazine Lewis acid.
TEMPO mediated oxidation of fluorinated alcohols to carboxylic acids
Ignatowska, Jolanta,Shyshkov, Oleg,Zipplies, Tilman,Hintzer, Klaus,R?schenthaler, Gerd-Volker
experimental part, p. 35 - 40 (2012/09/21)
Fluorinated carboxylic acids (3a-f) have been prepared in good yield by oxidizing the corresponding alcohols (2a-f) in the presence of TEMPO (1) as catalyst, using oxidants like bleach and oxygen.