Transition-Metal-Free Catalytic Hydrodefluorination of Polyfluoroarenes by Concerted Nucleophilic Aromatic Substitution with a Hydrosilicate was written by Kikushima, Kotaro;Grellier, Mary;Ohashi, Masato;Ogoshi, Sensuke. And the article was included in Angewandte Chemie, International Edition in 2017.Computed Properties of C5F5N The following contents are mentioned in the article:
Polyfluorinated arenes underwent regioselective transition metal-free hydrodefluorination with Ph3SiH or Et2SiH2 in the presence of tetrabutylammonium difluorotriphenylsilicate (TBAT) in THF. For example, hexafluorobenzene underwent hydrodefluorination with Et2SiH2 at 60掳 to yield pentafluorobenzene in 19% yield, 1,2,4,5-tetrafluorobenzene in 70% yield, and 1,2,3,5-tetrafluorobenzene and 1,2,3,4-tetrafluorobenzene in 2% yields. The reaction involves direct hydride transfer from a hydrosilicate as the key intermediate, which is generated from a hydrosilane and a fluoride salt; the eliminated fluoride regenerates the hydrosilicate to complete the catalytic cycle. The mechanism was studied using stoichiometric reactions of silicates and using dispersion-corrected DFT calculations; hydrodefluorination likely proceeds via concerted nucleophilic aromatic substitution. This study involved multiple reactions and reactants, such as 2,3,4,5,6-Perfluoropyridine (cas: 700-16-3Computed Properties of C5F5N).
2,3,4,5,6-Perfluoropyridine (cas: 700-16-3) belongs to pyridine derivatives. Pyridine is diamagnetic and has a diamagnetic susceptibility of 鈭?8.7 脳 10鈭? cm3路mol鈭?.The molecular electric dipole moment is 2.2 debyes. The standard enthalpy of formation is 100.2 kJ路mol鈭? in the liquid phase and 140.4 kJ路mol鈭? in the gas phase. Pyridine derivatives are also useful as small-molecule 伪-helix mimetics that inhibit protein-protein interactions, as well as functionally selective GABA ligands.Computed Properties of C5F5N