105501-66-4Relevant academic research and scientific papers
Activation of SF6 at Platinum Complexes: Formation of SF3 Derivatives and Their Application in Deoxyfluorination Reactions
Berg, Claudia,Braun, Thomas,Ahrens, Mike,Wittwer, Philipp,Herrmann, Roy
, p. 4300 - 4304 (2017)
The activation of SF6 at [Pt(PR3)2] R=Cy, iPr complexes in the presence of PR3 led selectively and in an unprecedented reaction route to the generation of the SF3 complexes trans-[Pt(F)(SF3)(PR3)2]. These can also be synthesized from SF4 and the SF2 derivative trans-[Pt(F)(SF2)(PCy3)2][BF4] was characterized by X-ray crystallography. trans-[Pt(F)(SF3)(PR3)2] complexes are useful tools for deoxyfluorination reactions and novel fluorido complexes bearing a SOF ligand are formed. Based on these studies a process for the deoxyfluorination of ketones was developed with SF6 as fluorinating agent.
Visible-Light-Induced Palladium-Catalyzed Selective Defluoroarylation of Trifluoromethylarenes with Arylboronic Acids
Luo, Yun-Cheng,Tong, Fei-Fei,Zhang, Yanxia,He, Chun-Yang,Zhang, Xingang
supporting information, p. 13971 - 13979 (2021/09/11)
Selective functionalization of inactive C(sp3)-F bonds to prepare medicinally interesting aryldifluoromethylated compounds remains challenging. One promising route is the transition-metal-catalyzed cross-coupling through oxidative addition of the C(sp3)-F bond in trifluoromethylarenes (ArCF3), which are ideal precursors for this process due to their ready availability and low cost. Here, we report an unprecedented excited-state palladium catalysis strategy for selective defluoroarylation of trifluoromethylarenes with arylboronic acids. This visible-light-induced palladium-catalyzed cross-coupling proceeds under mild reaction conditions and allows transformation of a variety of arylboronic acids and ArCF3. Preliminary mechanistic studies reveal that the oxidative addition of the C(sp3)-F bond in ArCF3 to excited-state palladium(0) via a single electron transfer pathway is responsible for the C(sp3)-F bond activation.
Thiocarbonyl Fluoride in the Solvent System Hydrogen Fluoride: Preparation and Reactions of Halogenated Thiocarbenium Ions
Haas, Alois,Wanzke, Wolfgang
, p. 429 - 434 (2007/10/02)
Solvolysis of thiocarbonyl fluorides 1b, c in HF/SbF5 or FSO3H/SbF5 yields dithietane-2-ylium ions 2b, c, respectively.Reactions of 2b, c with the base F in the solvent system HF give the dithietanes 3b, c.The acidity dependance of the formation of 2b, c is demonstrated by gradation of the acidic strength with NbF5 and F(1-).The existence of thioacylium ions 5b, c in solutions of extremely high acidity is concluded from NMR spectroscopic data.The results of the solvolysis reactions are confirmed by thioacylation of the aromatic compounds 6a-d in the HF system leading to trifluoromethyl dithiobenzoates 7a-d.Among the corresponding carbonyl fluorides only 4 exhibits comparable basic properties in superacids.
