Ligand-assisted nickel-catalysed sp3-sp3 homocoupling of unactivated alkyl bromides and its application to the active template synthesis of rotaxanes

Stephen M. Goldup, David A. Leigh*, Roy T. McBurney, Paul R. McGonigal, Andrew Plant

*Corresponding author for this work

Research output: Contribution to journalArticle

91 Citations (Scopus)

Abstract

An efficient, mild and operationally simple Ni-catalysed sp 3-carbon-to-sp3-carbon homocoupling of unactivated alkyl bromides has been developed and utilised in the active metal template synthesis of an alkyl chain axle [2]rotaxane. The key to the transformation is the use of tridentate nitrogen-donor-atom (terpy or pybox derived) ligands which inhibit competing β-hydride elimination of alkyl-Ni intermediates.

Original languageEnglish
Pages (from-to)383-386
Number of pages4
JournalChemical Science
Volume1
Issue number3
DOIs
Publication statusPublished - 1 Sep 2010
Externally publishedYes

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