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Peer-reviewedCC BY 4.0ChemistryOpen

1,2,4,5‐Tetrazine‐Boron Halide Adduct Formation Unraveled in Solution and Solid State

  1. 1Organic and Bioorganic Chemistry Bielefeld University Bielefeld Germany
  2. 2Lehrstuhl für Anorganische Chemie und Strukturchemie Bielefeld University Bielefeld Germany

Abstract

1,2,4,5‐Tetrazines are electron‐deficient heterocycles with four nitrogen atom‐localized lone pairs potentially acting as Lewis bases. While it has been shown that tetrazines, as electronically amphiphilic ligands, undergo anion–π, π–π, and transition metal‐based adduct formation reactions, adducts of tetrazines with main group metal Lewis acids have not yet been structurally characterized. We report spectroscopic and single crystal X‐ray diffraction (SC‐XRD) analyses of tetrazine‐boron halide adducts in solution and in the solid state, respectively. With the aid of (diffusion‐ordered) nuclear magnetic resonance (DOSY‐)NMR spectroscopy dynamic equilibria between tetrazine‐boron halide adducts have been proven, while solid state structures show localized 1:1 tetrazine‐boron halide adducts.

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BibTeX
@article{voss20261245tetrazineboron,
  title = {{1,2,4,5‐Tetrazine‐Boron Halide Adduct Formation Unraveled in Solution and Solid State}},
  author = {Jona Voss and Andreas Mix and Jan‐Hendrik Lamm and Beate Neumann and Hans‐Georg Stammler and Norbert Sewald},
  journal = {ChemistryOpen},
  year = {2026},
  month = oct,
  doi = {10.1002/open.70317},
  url = {https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/open.70317},
  note = {CC BY 4.0},
}
RIS
TY  - JOUR
TI  - 1,2,4,5‐Tetrazine‐Boron Halide Adduct Formation Unraveled in Solution and Solid State
AU  - Jona Voss
AU  - Andreas Mix
AU  - Jan‐Hendrik Lamm
AU  - Beate Neumann
AU  - Hans‐Georg Stammler
AU  - Norbert Sewald
PY  - 2026
DA  - 2026/10/01
JO  - ChemistryOpen
DO  - 10.1002/open.70317
UR  - https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/open.70317
AB  - 1,2,4,5‐Tetrazines are electron‐deficient heterocycles with four nitrogen atom‐localized lone pairs potentially acting as Lewis bases. While it has been shown that tetrazines, as electronically amphiphilic ligands, undergo anion–π, π–π, and transition metal‐based adduct formation reactions, adducts of tetrazines with main group metal Lewis acids have not yet been structurally characterized. We report spectroscopic and single crystal X‐ray diffraction (SC‐XRD) analyses of tetrazine‐boron halide adducts in solution and in the solid state, respectively. With the aid of (diffusion‐ordered) nuclear magnetic resonance (DOSY‐)NMR spectroscopy dynamic equilibria between tetrazine‐boron halide adducts have been proven, while solid state structures show localized 1:1 tetrazine‐boron halide adducts.
SN  - 2191-1363
SN  - 2191-1363
ER  -