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An efficient and simple copper-mediated oxidative coupling of N,N-dimyethylanilines with [60]fullerene was employed to obtain a high yield of scarce 6-membered-ring [60]fullerene-fused tetrahydroquinolines. The reaction occurred through sp³ C-H bond activation under mild reaction conditions with molecular oxygen as the oxidant. A plausible reaction pathway was proposed, and the electrochemistry of the fullerene products was investigated. [ABSTRACT FROM AUTHOR]

Pd(0)-catalyzed intramolecular C-H alkenylation was achieved with excellent yields and enantioselectivity for the construction of planar chiral ferrocenes. It is compatible with a broad range of substrates and various functional groups. Notably, the enantioselective and diastereoselective synthesis of planar chiral ferrocenes was realized by cascade C-H arylation and alkenylation reaction for the first time. Additionally, the product was easily converted into a N,O-bidentate ligand, showing promising chiral induction in asymmetric alkynylation of 1-naphthaldehyde. [ABSTRACT FROM AUTHOR]

A Pd-catalyzed, asymmetric oxidative cross-coupling reaction between ferrocenes and heteroarenes is described. The process, which takes place via a twofold C-H bond activation pathway, proceeds with modest to high efficiencies (36-86%) and high levels of regio- and enantioselectivity (95-99% ee). In the reaction, air oxygen serves as a green oxidant and excess amounts of the coupling partners are not required. The process is the first example of a catalytic asymmetric biaryl coupling reaction that occurs via double C-H bond activation. Finally, the generated coupling products can be readily transformed into chiral ligands and catalysts. [ABSTRACT FROM AUTHOR]

A highlyefficient synthesis of planar chiral ferrocenylpyridinederivatives via Pd-catalyzed intramolecular C–H arylation wasdeveloped, and quantitative yields and excellent enantioselectivitywere obtained for a wide range of substrates. Notably, the catalystloading could be lowered to 0.2 mol %, which represents the highestcatalytic efficiency found for asymmetric C–H bond activation(TON up to 495). These compounds could be easily transformed to pyridine N-oxides, displaying promising catalytic reactivity in the asymmetric opening of meso-epoxide. Moreover, computational investigations wereconducted to clarify the origin of the excellent enantioselectivity.The compatibility of large-scale synthesis and low catalyst loadingshould enhance the practicality of the synthetic application of thecurrent method. [ABSTRACT FROM AUTHOR]

A highly efficient synthesis of planar chiral ferrocenes by enantioselective Pd(0)-catalyzed direct C–H arylation from readily available starting materials under mild reaction conditions was developed (up to 99% yield, 99% ee). The products can be easily transformed to the highly efficient planar ferrocene ligands, which have demonstrated high efficiency in Pd-catalyzed asymmetric allylic alkylation and amination reactions. [ABSTRACT FROM AUTHOR]

Enantioselective Pd(II)-catalyzed direct coupling of aminomethylferrocene derivatives with boronic acids was realized. With commercially available Boc-l-Val-OH as a ligand, planar-chiral ferrocenes could be synthesized in yields of 14-81% with up to 99% ee under mild conditions. [ABSTRACT FROM AUTHOR]