Concepedia

Palladium(II)-Catalyzed Coupling of <i>p</i>-Xylene via Regioselective C−H Activation in TFA

Ying Rong, Ruoshi Li, Wenjun Lü

Organometallics · 2007 · 95 citations · 16 references

DOI

Concepts

Abstract

A homocoupling of p-xylene to afford biaryl- or diarylmethane as a major product has been carried out in a catalytic system of Pd(OAc)2/CF3CO2H (TFA)/K2S2O8. In this coupling reaction, the aryl and benzylic C−H bonds of p-xylene can be selectively activated just by tuning the concentration of TFA.

References

16

Palladium-Catalyzed Benzene Arylation:  Incorporation of Catalytic Pivalic Acid as a Proton Shuttle and a Key Element in Catalyst Design

Marc Lafrance, Keith Fagnou · Journal of the American Chemical Society · 2006 · 983 citations

Proton Abstraction Mechanism for the Palladium-Catalyzed Intramolecular Arylation

Domingo García‐Cuadrado, Ataualpa Albert Carmo Braga, Feliu Maseras et al. · Journal of the American Chemical Society · 2006 · 732 citations

, , +10

Highly Regioselective Catalytic Oxidative Coupling Reactions:  Synthetic and Mechanistic Investigations

Kami L. Hull, Erica L. Lanni, Melanie S. Sanford · Journal of the American Chemical Society · 2006 · 339 citations

Intermolecular Cross-Coupling of Simple Arenes via C−H Activation by Tuning Concentrations of Arenes and TFA

Ruoshi Li, Li Jiang, Wenjun Lü · Organometallics · 2006 · 239 citations

, , +13

Ru<sub>3</sub>(CO)<sub>12</sub>-Catalyzed Silylation of Benzylic C−H Bonds in Arylpyridines and Arylpyrazoles with Hydrosilanes via C−H Bond Cleavage

Fumitoshi Kakiuchi, Kazuyuki Tsuchiya, Mitsutaka Matsumoto et al. · Journal of the American Chemical Society · 2004 · 173 citations

, , +11