Bis(imino)acenaphthene N‐Heterocyclic Carbene Palladium Complexes Bearing Tertiary Amines: Structural and Catalytic Studies on the Interaction between Soft Acid and Hard Base. Issue 27 (18th July 2022)

• Record Type: Journal Article
• Authors: Chen, Ming‐Tsz; Hsu, Mu; Lin, Mei‐Chen; Lien, Yu‐Cheng; Chen, Kuan‐Wei
• Is Part Of: ChemistrySelect. Volume 7:Issue 27(2022)
• Page Start: n/a
• Page End: n/a
• Publication Date: 2022-07-18
• Subjects: Carbene ligands -- Palladium -- Amine -- Cross-coupling -- Ligand effects; Chemistry -- Periodicals; 540.5
• DOI: 10.1002/slct.202201404
• Languages: English
• ISSNs: 2365-6549

Abstract

Abstract: The HSAB principle in designing Bis(imino)acenaphthene N ‐heterocyclic carbene (NHC) palladium complexes is presented. N ‐donor ligands serve as hard bases to enhance the catalytic activities of NHC Pd complexes in Suzuki and Buchwald–Hartwig amination reactions. The Pd complex bearing tertiary amine ligands exhibited higher performance in coupling reactions than those exhibited by other soft base ligands reported in literature. 48 coupling products were generated in moderate‐to‐complete yields in the presence of aryl chlorides as substrates for Suzuki and amination reactions in air under mild conditions. Abstract : 05. 07. 2022We report the HSAB principle in designing Bis(imino)acenaphthene N ‐heterocyclic carbene (NHC) palladium complexes bearing N ‐donor ligands serve as hard bases to enhance catalytic activities. The prepared Pd complexes successfully delivered good performances in presence of aryl chlorides as substrates for both lab‐scale and scale‐up experiments in Suzuki and Buchwald‐Hartwig amination reactions than other soft base ligands in literature.