36554-97-9Relevant academic research and scientific papers
An efficient, overall [4+1] cycloadditon of 1,3-dienes and nitrene precursors
Wu, Qiong,Hu, Jian,Ren, Xinfeng,Zhou, Jianrong
, p. 11553 - 11558 (2011/11/29)
Intermolecular cycloadditions of conjugated dienes and nitrene precursors usually produce aziridines. A generally useful method was lacking to directly provide the [4+1] cycloadducts, 3-pyrrolines. We have realized this transformation by using an uniquely active catalyst, copper(II) 1,1,1,5,5,5-hexafluoroacetylacetonate ([Cu(hfacac)2]). The method is applicable to a wide array of dienes with good yields. When 1,4-disubsituted dienes are used as substrates, good-to-excellent cis or trans selectivity can be obtained. Interestingly, the cis or trans preference depends on the nature of the substituents, rather than diene geometry. Mechanistic studies reveal that the [4+1] cycloaddition proceeds through diene aziridination and subsequent ring expansion. Among common copper catalysts, only [Cu(hfacac)2] can efficiently catalyze both steps, which explains the unique efficiency of the catalyst.
Synthesis and coordination chemistry of perfluoroalkyl-derivatised β-diketonates
Croxtal, Ben,Fawcett, John,Hope, Eric G.
, p. 65 - 73 (2007/10/03)
A series of fluorinated β-diketones, RfC(O)CH2C(O)Rf′ (Rf = C6F13, Rf′ = CF3; Rf = Rf′ = C6F13, C7F15), have been prepared in reasonable yields by a two-step synthesis. On reaction with appropriate metal substrates deprotonation and concurrent coordination of the perfluoroalkyl-derivatised β-diketonate ligands affords a range of fluorous metal complexes which have been characterised by elemental analysis, mas spectrometry, IR and NMR spectroscopies. The structures of [Cu(L-L)2(H2O)2] {L-L = CF3C(O)CHC(O)C6F13, C6F13C(O)CHC(O)C6F13}.
Wacker oxidation of alkenes using a fluorous biphasic system. A mild preparation of polyfunctional ketones
Betzemeier, Bodo,Lhermitte, Frederic,Knochel, Paul
, p. 6667 - 6670 (2007/10/03)
Various alkenes are oxidized to the corresponding ketones using t-BuOOH in the presence of a palladium(II) catalyst bearing perfluorinated ligands using a biphasic solvent system of benzene and bromoperfluorooctane.
Synthese des F-alkylpyrazoles: Identification par RMN de 19F et comparaison avec les homologues hydrocarbones
Peglion, Jean-Louis,Pastor, Raphael-Emile,Cambon, Aime-Roger
, p. 309 - 315 (2007/10/02)
In this paper, we report the synthesis of forty new pyrazoles substituted by one or more perfluoroalkyl chains.These compounds were obtained by condensation of a hydrazine (substituted or not) on an F-alkyl β-diketone.Unlike hydrocarbon chemistry, a react
