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<p>Isonitriles (R–N≡C), first discovered by Lieke in 1859, are well-established functional molecules in organic and organometallic chemistry. By contrast, the synthesis and investigation of tetrela-isonitriles (R–N≡E, E = Si, Ge, Sn or Pb), their heavier group 14 analogues, remain challenging due to their high reactivity. The characterization of such species has largely relied on spectroscopic data collected at cryogenic temperatures or under gas-phase conditions. Here we report the synthesis and characterization of a germa-isonitrile (Ar–N≡Ge) stabilized by a bulky aryl ligand. This compound, which features a terminal N≡Ge triple bond with a Ge‒N bond length of 1.6395(19) Å, has been characterized through X-ray crystallographic, solid-state ¹⁵N nuclear magnetic resonance spectroscopic and computational studies. The highly polarized N≡Ge moiety exhibits versatile reactivity towards organic substrates and transition metal precursors, underscoring its potential use in synthetic chemistry.</p><p></p>

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An isolable germa-isonitrile featuring a terminal nitrogen–germanium triple bond

  • 期刊论文

  • 发表日期：

    2025年11月24日

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  • Zixu Wang,
  • Chengxiang Ding,
  • Yizhen Chen,
  • Mengdi Huang,
  • Dongmin Wang,
  • Lei Xu,
  • Sudip Pan,
  • Shengfa Ye,
  • Gengwen Tan

摘要

Isonitriles (R–N≡C), first discovered by Lieke in 1859, are well-established functional molecules in organic and organometallic chemistry. By contrast, the synthesis and investigation of tetrela-isonitriles (R–N≡E, E = Si, Ge, Sn or Pb), their heavier group 14 analogues, remain challenging due to their high reactivity. The characterization of such species has largely relied on spectroscopic data collected at cryogenic temperatures or under gas-phase conditions. Here we report the synthesis and characterization of a germa-isonitrile (Ar–N≡Ge) stabilized by a bulky aryl ligand. This compound, which features a terminal N≡Ge triple bond with a Ge‒N bond length of 1.6395(19) Å, has been characterized through X-ray crystallographic, solid-state ¹⁵N nuclear magnetic resonance spectroscopic and computational studies. The highly polarized N≡Ge moiety exhibits versatile reactivity towards organic substrates and transition metal precursors, underscoring its potential use in synthetic chemistry.