Matsunami, Asuka; Kayaki, Yoshihito; Kuwata, Shigeki; Ikariya, Takao published the article 《Nucleophilic Aromatic Substitution in Hydrodefluorination Exemplified by Hydridoiridium(III) Complexes with Fluorinated Phenylsulfonyl-1,2-diphenylethylenediamine Ligands》. Keywords: nucleophilic aromatic substitution hydrodefluorination hydridoiridium fluorinated phenylsulfonyldiphenylethylenediamine ligand; pentamethylcyclopentadienyliridium penfluorophenylsulfonyldiphenylethylenediamine hydride nucleophilic aromatic substitution; crystal mol structure pentamethylcyclopentadienyliridium penfluorophenylsulfonyldiphenylethylenediamine.They researched the compound: N-((1S,2S)-2-Amino-1,2-diphenylethyl)-2,3,4,5,6-pentafluorobenzenesulfonamide( cas:313342-24-4 ).Application In Synthesis of N-((1S,2S)-2-Amino-1,2-diphenylethyl)-2,3,4,5,6-pentafluorobenzenesulfonamide. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:313342-24-4) here.
In connection with the mechanism of the catalytic reduction of fluoroarenes, the intramol. defluorinative transformation of a family of iridium hydrides utilized as a hydrogen transfer catalyst is studied. Hydridoiridium(III) complexes bearing fluorinated phenylsulfonyl-1,2-diphenylethylenediamine ligands are spontaneously converted into iridacycles via selective C-F bond cleavage at the ortho position. NMR spectroscopic studies and synthesis of intermediate model compounds verify the stepwise pathway involving intramol. substitution of the ortho-fluorine atom by the hydrido ligand, i.e., hydrodefluorination (HDF), and the following fluoride-assisted cyclometalation at the transiently formed C-H bond. A hydridoiridium complex with a 2,3,4,5,6-pentafluorophenylsulfonyl (Fs) substituent is more susceptible to HDF than its analog with a 2,3,4,5-tetrafluorophenylsulfonyl (FsH) group. The FsH-derivative clearly shows that C-F bond cleavage occurs in preference to C-H activation. These exptl. results firmly support the nucleophilic aromatic substitution (SNAr) mechanism in HDF by hydridoiridium species.
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Reference:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem