Concepedia

Toward an Improved Understanding of the Unusual Reactivity of Pd<sup>0</sup>/Trialkylphosphane Catalysts in Cross‐Couplings of Alkyl Electrophiles: Quantifying the Factors That Determine the Rate of Oxidative Addition

Ivory D. Hills, Matthew R. Netherton, Gregory C. Fu

Angewandte Chemie International Edition · 2003 · 177 citations · 32 references

DOIFull text

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Concepts

Abstract

What a difference a ligand makes! The reactivity of Pd0/trialkylphosphane complexes is of great interest because of their unusual effectiveness as cross-coupling catalysts for alkyl electrophiles [Eq. (1)]. This study sheds light on various aspects of the critical oxidative-addition step of the catalytic cycle.

References

32

Versatile Catalysts for the Suzuki Cross-Coupling of Arylboronic Acids with Aryl and Vinyl Halides and Triflates under Mild Conditions

Adam F. Littke, Chaoyang Dai, Gregory C. Fu · Journal of the American Chemical Society · 2000 · 1.6K citations

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A Convenient and General Method for Pd-Catalyzed Suzuki Cross-Couplings of Aryl Chlorides and Arylboronic Acids

Adam F. Littke, Gregory C. Fu · Angewandte Chemie International Edition · 1998 · 702 citations

, , +10

Room-Temperature Alkyl−Alkyl Suzuki Cross-Coupling of Alkyl Bromides that Possess β Hydrogens

Matthew R. Netherton, Chaoyang Dai, Klaus Neuschütz et al. · Journal of the American Chemical Society · 2001 · 414 citations

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Unparalleled Rates for the Activation of Aryl Chlorides and Bromides: Coupling with Amines and Boronic Acids in Minutes at Room Temperature

James P. Stambuli, Ryoichi Kuwano, John F. Hartwig · Angewandte Chemie International Edition · 2002 · 391 citations · Full text

, , +4

Nickel-Catalyzed Cross-Coupling Reaction of Grignard Reagents with Alkyl Halides and Tosylates:  Remarkable Effect of 1,3-Butadienes

Jun Terao, Hideyuki Watanabe, Aki Ikumi et al. · Journal of the American Chemical Society · 2002 · 365 citations

, , +13