Dominik Jankovič (Avtor), Mateja Mihelač (Avtor), Žan Testen (Avtor), Blaž Likozar (Avtor), Matej Huš (Avtor), Martin Gazvoda (Avtor)

Povzetek

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.

Ključne besede

razvoj reakcije;nikljeva kataliza;hitri presejalni test katalizatorjev;mehanizem;DFT;acil kloridi;vinilareni;trifenilfosfin;reaction development;nickel catalysis;catalyst screening;mechanism;aryl chlorides;vinylarenes;triphenylphosphine;

Podatki

Jezik: Angleški jezik
Leto izida:
Tipologija: 1.01 - Izvirni znanstveni članek
Organizacija: UL FKKT - Fakulteta za kemijo in kemijsko tehnologijo
UDK: 546.74:66.097
COBISS: 179512067 Povezava se bo odprla v novem oknu
ISSN: 0021-9517
Št. ogledov: 51
Št. prenosov: 7
Ocena: 0 (0 glasov)
Metapodatki: JSON JSON-RDF JSON-LD TURTLE N-TRIPLES XML RDFA MICRODATA DC-XML DC-RDF RDF

Ostali podatki

Sekundarni jezik: Slovenski jezik
Sekundarne ključne besede: razvoj reakcije;nikljeva kataliza;hitri presejalni test katalizatorjev;mehanizem;DFT;acil kloridi;vinilareni;trifenilfosfin;
Vrsta dela (COBISS): Članek v reviji
Strani: str. 1-11
Zvezek: ǂVol. ǂ429, [article no.] 115265
Čas izdaje: Jan. 2024
ID: 22264542