20.500.12556/RUL-153416 Mechanistically guided development of homogenous nickel catalysis through rapid computational catalyst screening Advances in understanding the mechanisms of homogeneous nickel catalysis has led to a remarkable progress in this field. However, the discovery of active catalysts is still largely based on trial and error, and the catalysts are mostly based on chelating (nitrogen) ligands. We report a combined theoretical and experimental study of nickel-catalyzed hydroarylation of vinylarenes, where experimental advances were complemented with a rapid computation catalyst screening. Once the mechanism is known and preliminary experimental data is available, the screening approach can predict other suitable ligands by assessing the electronic structure of the catalyst complex without the computationally intensive determination of the transition states. Using the approach described, we developed the reaction that proceeds under unusually mild conditions and is broadly applicable on a range of vinylarenes and (het)aryl halides, including previously inaccessible chlorides. The reaction was found to be highly dependent on the choice of ligand, with monodentate $PPh_3$ proving optimal. Extensive quantum chemical simulations elucidated the reaction mechanism and identified $Ni(PPh_3)_xCl_yH$ as the crucial active species. reaction development nickel catalysis catalyst screening mechanism DFT aryl chlorides vinylarenes triphenylphosphine razvoj reakcije nikljeva kataliza hitri presejalni test katalizatorjev mehanizem DFT acil kloridi vinilareni trifenilfosfin true false true Angleški jezik Slovenski jezik Članek v reviji 2024-01-04 14:13:21 2024-01-04 14:13:22 2024-01-25 11:16:04 0000-00-00 00:00:00 2024 0 0 11 str. Vol. 429, art. no.115265 Jan. 2024 0000-00-00 Zaloznikova Objavljeno NiDoloceno 0000-00-00 0000-00-00 2024-01-01 546.74:66.097 0021-9517 179512067 RAZ_Jankovic_Dominik_2024.pdf RAZ_Jankovic_Dominik_2024.pdf 1 2C4AB6B982141814F338DE5566A611AC ff2a507c74017693effc206566bba7f4e43e5be14e13b153af7890034df2d17b ac067c72-ab04-11ee-a78a-0050569b8976 https://repozitorij.uni-lj.si/Dokument.php?lang=slv&id=179404 https://www.sciencedirect.com/science/article/pii/S0021951723005109 1 09d28cae-ab03-11ee-a78a-0050569b8976 https://repozitorij.uni-lj.si/Dokument.php?lang=slv&id=179403 Fakulteta za kemijo in kemijsko tehnologijo 0 0 0