Microwave-Assisted Heterogeneous Cross-Coupling Reactions Catalyzed by Nickel-in-Charcoal (Ni/C)

A study involving the relatively rare combination of heterogeneous catalysis conducted under microwave conditions is presented. Carbon–carbon bond formation, including Negishi and Suzuki couplings, can be quickly effected with aryl chloride partners by using a base metal (nickel) adsorbed in the por...

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Veröffentlicht in:Chemistry, an Asian journal an Asian journal, 2006-09, Vol.1 (3), p.417-429
Hauptverfasser: Lipshutz, Bruce H., Frieman, Bryan A., Lee, Ching-Tien, Lower, Asher, Nihan, Danielle M., Taft, Benjamin R.
Format: Artikel
Sprache:eng
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Zusammenfassung:A study involving the relatively rare combination of heterogeneous catalysis conducted under microwave conditions is presented. Carbon–carbon bond formation, including Negishi and Suzuki couplings, can be quickly effected with aryl chloride partners by using a base metal (nickel) adsorbed in the pores of activated charcoal. Aminations were also studied, along with cross‐couplings of vinyl alanes with benzylic chlorides as a means to stereodefined allylated aromatics. Reaction times for all these processes are typically reduced from several hours to minutes in a microwave reactor. Quick cooking: Carbon–carbon bond‐forming reactions such as Negishi and Suzuki couplings can be carried out efficiently with the aid of a heterogeneous Ni/C catalyst and microwave heating. This rare combination can also be applied effectively to other reactions such as aminations and cross‐couplings involving vinyl alanes.
ISSN:1861-4728
1861-471X
DOI:10.1002/asia.200600031