@article{Saberov_Avksentiev_Rayenko_Ryabitsky_Yenya_Nechitaylov_Korotkikh_2022, title={CATALYSIS OF HYDRODEHALOGENATION RE­ACTION OF HALOARENES BY CARBENE PEPPSI-PALLADIUM COMPLEXES }, volume={88}, url={https://ucj.org.ua/index.php/journal/article/view/401}, DOI={10.33609/2708-129X.88.01.2022.67-81}, abstractNote={<p>The synthesis of a number of carbene PEPPSI-complexes of palladium with various pyridine and carbene ligands was carried out by reactions of 1,3-bis-(2,6-dibenzhydryl-4-methyl­phenyl)imidazolium chloride IPr*<sup>.</sup>HCl [compounds 7a-c IPr*PdCl<sub>2</sub>L’, L’ = pyridine (а), 3-chloropyridine (b), 4-dimethylaminopyridine (с)], 1,3-bis-(2,6-diisopropylphenyl)­imida­zo­li­um perchlorate IPr<sup>.</sup>HClO<sub>4</sub> [compounds 8a,b IPr<sup>.</sup>PdCl<sub>2</sub>L’, L’ = 3-chloropyridine (а), о-phenanthroline (b)], 1,3-diphenyl-4-(2,6-diisopropylphenyl)-1,2,4-triazolium perchlorate L<sup>.</sup>HClO<sub>4</sub> (complex 9 LPdCl<sub>2</sub>L’, L’ = 3-chloropyridine) and 1,3-dicetyl­imidazolium bromide L<sup>.</sup>HBr (complex 11 LPdCl<sub>2</sub>L’, L’ = pyridine) with palladium chloride in pyridines (pyridine, 3-chloropyridine), or acetonitrile in the presence of potassium carbonate. Yields of compounds – from high (56–100%) to moderate (36 %). The structure of the compounds was confirmed by <sup>1</sup>H and <sup>13</sup>C NMR spectroscopy. Chemical shifts of carbene atoms in the <sup>13</sup>C NMR spectra of complexes 7a-c. 8a, b 11 are in the region &nbsp;151.0-156.2 ppm, for complex 9 - at &nbsp;174.4&nbsp;ppm A high catalytic effect of sterically shielded complexes 7a, b, 8a, b in the hydrodehalogenation reaction of <em>p</em>-dichlorobenzene and hexachlorobenzene under the action of potassium <em>tert</em>-butoxide in isopropanol was established. 1,3-Bis-(2,6-dibenzhydryl-4-methylphenyl)-imidazol-2-ylidene complexes 7a, b (quantitative conversions with p-dichlorobenzene are achieved with 0.013 mol% of catalyst) show the highest efficiency, but the compound with 4-dimethylaminopyridine ligand 7c has significantly lower efficiency (22% conversion under these conditions). Complexes with 1,3-bis-(2,6-diisopropylphenyl)-imidazol-2-ylidene ligand 8a, b are close in efficiency to compounds 7a, b (for 7a quantitative conversion is achieved with 0.026 mol% of catalyst). Phenanthroline-containing complex 8b is less effective than complex 8a (87% conversion with 0.052 mol% of catalyst). Complex 9 is much less effective (even with 0.13 mol% of catalyst 13% conversion is achieved). Compound 11 catalyzes the reaction well only when the amount of catalyst is up to 1.3 mol% (98% conversion). Thus, compounds 7a, b, 8a are the best PEPPSI-catalysts for hydrodehalogenation of haloarenes promising for industrial decontamination of persistent orga­nic pollutants (hexachlorobenzene, DDT, di­oxins and polychlorinated biphenyls, etc.).</p&gt;}, number={1}, journal={Ukrainian Chemistry Journal}, author={Saberov , Vagiz and Avksentiev, Alexander and Rayenko, Gennady and Ryabitsky , Alexey and Yenya , Vasil and Nechitaylov , Maxim and Korotkikh , Nikolai}, year={2022}, month={Feb.}, pages={67-81} }