The “Metallo”-Diels–Alder Reactions: Examining the Metalloid Behavior of Germanimines

Matthew J. Evans, Mathew D. Anker, Ahmed Mouchfiq, Matthias Lein, J. Robin Fulton

Research output: Contribution to journalArticleResearchpeer-review

19 Citations (Scopus)

Abstract

Addition of MesN3 (Mes=2,4,6-Me3C6H2) to germylene [(NONtBu)Ge] (NONtBu=O(SiMe2NtBu)2) (1) gives germanimine, [(NONtBu)Ge=NMes] (2). Compound 2 behaves as a metalloid, showing reactivity reminiscent of both transition metal-imido complexes, undergoing [2+2] addition with heterocumulenes and protic sources, as well as an activated diene, undergoing a [4+2] cycloaddition, or “metallo”-Diels–Alder, reaction. In the latter case, the diene includes the Ge=N bond and π-system of the Mes substituent, which is reactive towards dienophiles including benzaldehyde, benzophenone, styrene, and phenylacetylene.

Original languageEnglish
Pages (from-to)2606-2609
Number of pages4
JournalChemistry - A European Journal
Volume26
Issue number12
DOIs
Publication statusPublished - 26 Feb 2020
Externally publishedYes

Keywords

  • Diels–Alder
  • germanium
  • imine
  • metalloid
  • multiple bonds
  • N ligands

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