Bidentate [C,N] and Tridentate [C,N,S] Palladium Cyclometallated Complexes as Pre‐Catalysts in Cross‐Coupling Reactions
Year: 2024
Type: article
Abstract: Treatment of halide substituted bidentate [C,N] and tridentate [C,N,S] Schiff base ligands with palladium(II) acetate or with lithium tetrachloropalladate, as appropriate, afforded through C−H activation of the organic ligand, the dinuclear ( 1 a , 1 b ) and mononuclear ( 1 c , 1 d , 1 e ) palladacycles, respectively. Reaction of the μ‐acetate dinuclear complexes with aqueous sodium chloride in a metathesis process, gave the μ‐chloride dinuclear complexes ( 2 a , 2 b ). Treatment of the latter with triphenylphosphine or with bis(diphenylphosphino)methane (dppm)/ammonium hexafluorophosphate in complex/ phosphine 1 : 2 ratio, gave the phosphine derivatives ( 3 a , 3 b , 4 a , 4 b ). Reaction of 1 c and of 1 e with triphenylphosphine/silver perchlorate and dppm/silver perchlorate, respectively, gave compounds 2 c and 2 e with removal of the chloride ligand by precipitation of the silver halide. The compounds were characterized by microanalysis (CHN), IR and 1 H and 31 P{ 1 H} NMR spectroscopy. The crystal structures of three complexes, 4 a , 1 c and 1 e were studied by single‐crystal X‐ray diffraction. Furthermore, the performance of the palladacycles were tested as pre‐catalysts, namely Suzuki‐Miyaura cross‐coupling reaction and those furnishing the better results are also reported.
Source: ChemistryOpen
Institution: Universidade de Santiago de Compostela
Language: English
Subfield: Organic Chemistry
Field: Chemistry
Domain: Physical Sciences
Open Access status: gold
Estimated APC paid: $2,540
OpenAlex ID: W4404860738