Bismuth salts in catalytic alkylation reactions

Magnus Rueping*, Boris J. Nachtsheim

*Corresponding author for this work

Research output: Chapter in Book/Report/Conference proceedingChapterpeer-review

13 Scopus citations

Abstract

Alkylation reactions utilizing nontoxic Lewis acid catalysts and "green" alkylating reagents are of high interest due to the continuous need for environmentally benign C-C and C-X bond formation. This article shows recent advances in Bi(III)-catalyzed alkylations of arenes, 2,4-pentanediones and various oxygen-and nitrogen-containing nucleophiles. Instead of toxic alkyl halides, the electrophilic components for these transformations were benzyl and propargyl alcohols as well as substrates with activated double bonds such as styrenes. The fact that Bi(III) salts are capable of activating both σ-and π-donors highlights their unique character as versatile catalysts for catalytic alkylation reactions. In addition, Bi(III) salts are less toxic and cheaper than other Lewis acids that have been described for similar transformations.

Original languageEnglish (US)
Title of host publicationBismuth-Mediated Organic Reactions
EditorsThierry Ollevier
Pages115-141
Number of pages27
DOIs
StatePublished - Jan 30 2012

Publication series

NameTopics in Current Chemistry
Volume311
ISSN (Print)0340-1022

Keywords

  • Bismuth
  • Friedel-Crafts alkylation
  • Green chemistry
  • Hydroalkylation
  • Hydroarylation

ASJC Scopus subject areas

  • Chemistry(all)

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