Transforming LiTMP lithiation of challenging diazines via gallium alkyl trans-metal-trapping

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Abstract

This study establishes a new trans-metal-trapping (TMT) protocol based on a mixture of LiTMP (the base) and tris(trimethylsilylmethyl)gallium [Ga(CH2SiMe3)3, GaR3] (the trap) that, operating in a tandem manner, is effective for the regioselective deprotonation of sensitive diazines in hydrocarbon solution as illustrated through reactions of pyrazine, pyridazine and pyrimidine, as well as through the N-S heterocycle benzothiazole, the metallo-activated complexes of all of which have been isolated and structurally defined.
Original languageEnglish
Pages (from-to)13147-13150
Number of pages4
JournalAngewandte Chemie International Edition
Volume55
DOIs
Publication statusPublished - 20 Sep 2016

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Keywords

  • trans-metal-trapping
  • TMT
  • sensitive diazines
  • LiTMP lithiation

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