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Carbene-activated stannylenes to access selective C(sp3)–H bond scission at the steric limit

Author

Listed:
  • Jennifer Klaucke

    (Georg-August-Universität Göttingen)

  • Navutheya Sinthathurai

    (Georg-August-Universität Göttingen)

  • Christopher Golz

    (Georg-August-Universität Göttingen)

  • Oliver P. E. Townrow

    (Karlsruher Institut für Technologie)

  • Malte Fischer

    (Georg-August-Universität Göttingen)

Abstract

The ubiquity of N-heterocyclic carbenes (NHCs) in diverse areas of chemical research typically arises from their potent stabilising capabilities and role as innocent spectators to stabilise otherwise non-bottleable compounds and complexes. This has, until now, been particularly true for NHC-stabilised stannylenes, with no exceptions reported thus far. Herein, we demonstrate that the combination of heteroleptic terphenyl-/amido-based stannylenes and tetra-alkyl substituted NHCs renders the corresponding NHC-ligated stannylenes highly reactive, yet isolable. In solution, this induces sterically controlled inter- and intramolecular C(sp3)–H bond scissions, resulting in the selective formation of stannylene metallocycles that depend on both the NHC source and the meta-terphenyl ligand coordinated to tin.

Suggested Citation

  • Jennifer Klaucke & Navutheya Sinthathurai & Christopher Golz & Oliver P. E. Townrow & Malte Fischer, 2025. "Carbene-activated stannylenes to access selective C(sp3)–H bond scission at the steric limit," Nature Communications, Nature, vol. 16(1), pages 1-9, December.
    • Handle: RePEc:nat:natcom:v:16:y:2025:i:1:d:10.1038_s41467-025-57907-2
    DOI: 10.1038/s41467-025-57907-2
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