349081-65-8

Upstream product

• 349081-32-9 N-benzyl-N-(2-chlorophenyl)-2-(naphthalen-1-yl)propanamide 
• 1164334-53-5 N-benzyl-N-(2-bromophenyl)-2-(naphthalen-1-yl)propanamide 

Relevant academic research and scientific papers

Investigation of the complexation behaviour and catalysis of IBiox-[(-)-menthyl]·HOTf

Herein we provide an overview on the unique properties of the sterically demanding IBiox-[(-)-menthyl]HOTf ligand (such as flexibility and sterics) and an application of this ligand in Pd-catalyzed asymmetric intra- and intermolecular α-arylation reactions. Furthermore we demonstrate the synthesis of novel NHC-metal complexes and a new bifunctional NHC ligand whilst insight into the mechanistic mode of action of IBiox-[(-)-menthyl]HOTf in catalysis is provided.

IBiox[(-)-menthyl]: A sterically demanding chiral NHC ligand

(Figure Presented) An exceedingly sterically demanding, rigid, and chiral NHC ligand, IBiox[(-)-menthyl] (1), was prepared and structurally characterized. With a buried volume of 50percent, this ligand arguably represents one of the most sterically demanding monodentate ligands. The ability to use aryl chloride substrates in intramolecular palladium-catalyzed ,-arylations reveals its unique reactivity. Moreover, C2-symmetric 1 allows the highly enantioselective formation of oxindoles withup to 99percent ee.

Matching the chirality of monodentate N-heterocyclic carbene ligands: A case study on well-defined palladium complexes for the asymmetric α-arylation of amides

(Chemical Equation Presented) N-Heterocyclic carbene ligands derived from C2-symmetric diamines with naphthyl side chains are introduced as chiral monodentate ligands, and their palladium complexes (NHC)Pd(cin)C) are prepared. These compounds e