3108-32-5Relevant articles and documents
Electrochemical synthesis and structural characterisation of cadmium and mercury complexes containing pyrimidine-2-thionate ligands
Rodriguez, Antonio,Sousa-Pedrares, Antonio,Garcia-Vazquez, Jose A.,Romero, Jaime,Sousa, Antonio
, p. 2242 - 2254 (2005)
The electrochemical oxidation of anodic metal (cadmium or mercury) in a cell containing an acetonitrile solution of the appropriate pyrimidine-2-thione (RpymSH) affords complexes [M(RpymS)2] (M = Cd, Hg; R = 4-CF 3, 4,6-CF3,Me and 4,6-CF3,Ph). When 2,2′-bipyridine (bipy) or 1,10-phenanthroline (phen) was added to the electrolytic cell, adducts of cadmium and compounds with these coligands were obtained. All the compounds have been characterised by microanalysis, IR spectroscopy and, in the case of the compounds that were sufficiently soluble, by 1H, 13C and 199Hg NMR spectroscopy. The compounds [Cd(4-CF3pymS)2] (1), [Cd(4,6-CF 3MepymS)2(bipy)] (4), [Cd(4,6-CF3PhpymS) 2 (phen)] (6) and [Hg(4,6-CF3MepymS)2] (8) were also characterised by X-ray diffraction. Compound 1 presents a polymeric structure with the polymer chains interconnected by intermolecular C-H...N interactions. Compounds 4 and 6 adopt mononuclear structures, with weak inter- and intra-molecular C-H...π interactions, as well as π-π stacking interactions for compound 6. Compound 8 also presents a mononuclear structure with intermolecular π-π interactions between the pyrimidine rings and additional weak Hg...Hg contacts (3.484 A). Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005.
Radical Trifluoroacetylation of Alkenes Triggered by a Visible-Light-Promoted C–O Bond Fragmentation of Trifluoroacetic Anhydride
Jeschke, Gunnar,Katayev, Dmitry,N?tel, Nicolas Yannick,Rombach, David,Zhang, Kun
supporting information, p. 22487 - 22495 (2021/09/09)
We report a mild and operationally simple trifluoroacylation strategy of olefines, that utilizes trifluoroacetic anhydride as a low-cost and readily available reagent. This light-mediated process is fundamentally different from conventional methodologies and occurs through a trifluoroacyl radical mechanism promoted by a photocatalyst, which triggers a C?O bond fragmentation. Mechanistic studies (kinetic isotope effects, spectroelectrochemistry, optical spectroscopy, theoretical investigations) highlight the evidence of a fleeting CF3CO radical under photoredox conditions. The trifluoroacyl radical can be stabilized under CO atmosphere, delivering the trifluoroacetylation product with higher chemical efficiency. Furthermore, the method can be turned into a trifluoromethylation protocol by simply changing the reaction parameters. Beyond simple alkenes, this method allows for chemo- and regioselective functionalization of small-molecule drugs and common pharmacophores.
Oxidation of 4-Aryl-1,1,1-trifluorobut-2-en-2-yl Trifluoro?-methanesulfonates by 4-Picoline-N-Oxide: A Novel Approach to β-Trifluoromethyl-α,β-enones
Li, Dong,Lv, Shujun,Qu, Jingping,Zhou, Yuhan
, p. 1203 - 1210 (2020/04/15)
An efficient approach to β-trifluoromethyl-α,β-enones via oxidation of 4-aryl-1,1,1-trifluorobut-2-en-2-yl trifluoromethanesulfonates is described. The reaction proceeds smoothly under mild and metal?-free conditions and tolerates a wide range of functional groups. Various β-trifluoromethyl-α,β-enones were obtained in moderate to good yields.
