Asymmetric Catalysis with Chiral Ferrocene Ligands

Abstract

Chiral ferrocene ligands have been widely used in asymmetric catalysis. The advantages of using ferrocene as a scaffold for chiral ligands are described, particularly those regarding planar chirality, rigid bulkiness, and ease of derivatization. The role of planar chirality in 1,2- and 1,1'-disubstituted ferrocene systems is discussed. By using a bulky ferrocene fragment, novel ferrocene ligands were designed, and high enantioselectivity and regioselectivity were achieved in the allylic substitution reaction of monosubstituted allyl substrates. Using the tunable electronic properties of a diphosphine-oxazoline ferrocenyl ligand, the regioselectivity of the intermolecular asymmetric Heck reaction was also examined.

10 Years of Click Chemistry: Synthesis and Applications of Ferrocene‐Derived Triazoles

“…[29] Catalysis Chiral ferrocene ligands are widely used in asymmetric synthesis due to their desirable and tunable features for design. [30] Some of these ligands play important roles as catalytic systems in industrial processes. Clickphos ligands, triazole-based monophosphine ligands developed by Zhang and co-workers, [31] were found to be efficient ligands for palladium-catalyzed cross-coupling reactions with a turnover number of 9300.…”

Ferrocene-derived P,N ligands: synthesis and application in enantioselective catalysis

“…Numerous reviews have highlighted the synthesis and applications of ferrocene-based ligands in the past [12][13][14][15][16][17]. With this review, we wish to give a focused and up-to-date summary of the synthetic routes towards chiral hybrid P,N-ferrocenyl ligands and an overview of the applications of these ligands in enantioselective catalysis.…”

Advances in Enantioselective C–H Activation/Mizoroki-Heck Reaction and Suzuki Reaction

“…It is well known that planar chiral ferrocenes are frequently applied as highly efficient catalysts or ligands in asymmetric synthesis [66][67][68][69][70][71]. Inspired by previous studies from Yu group [44,62], You et al, developed an enantioselective syntheses of planar chiral ferrocenes via palladium-catalyzed direct coupling with arylboronic acids in 2013 (Scheme 15) [72].…”