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Abstract <p>The development of novel functionalized boron clusters is crucial for advancing their applications in materials science and medicine. In this work, a series of alkene-substituted derivatives of the <i>closo</i>-decaborate anion with the general formula [B<sub>10</sub>H<sub>9</sub>NHC(R)NH–CH<sub>2</sub>–CH=CH<sub>2</sub>]<sup>–</sup> (where R = Me, Et) was synthesized as tetrabutylammonium salts. The functionalization was achieved <i>via</i> a simple and efficient reaction with the corresponding nitrilium derivatives at room temperature under an argon atmosphere, giving the target products in high yields after a short reaction time. All compounds were fully characterized by multinuclear NMR spectroscopy (<sup>11</sup>B, <sup>1</sup>H, <sup>13</sup>C) and electrospray ionization mass spectrometry. The molecular structure of the representative compound, Bu<sub>4</sub>N[B<sub>10</sub>H<sub>9</sub>NHC(CH<sub>3</sub>)NH–CH<sub>2</sub>–CH=CH<sub>2</sub>], was determined by single-crystal X-ray diffraction analysis. The analysis revealed the expected cluster geometry with the –CH<sub>2</sub>–CH=CH<sub>2</sub> fragment at the boron cage, making it available for further chemical transformations.</p>

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A Versatile Alkene-Functionalized closo-Decaborate Cluster as a New Synthon

  • 期刊论文

  • 发表日期：

    2025年12月1日

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  • N. K. Neumolotov,
  • V. V. Voinova,
  • A. P. Zhdanov,
  • A. V. Yakimansky,
  • N. A. Selivanov,
  • A. S. Kubasov,
  • K. Yu. Zhizhin,
  • N. T. Kuznetsov

摘要

Abstract

The development of novel functionalized boron clusters is crucial for advancing their applications in materials science and medicine. In this work, a series of alkene-substituted derivatives of the closo-decaborate anion with the general formula [B10H9NHC(R)NH–CH2–CH=CH2]– (where R = Me, Et) was synthesized as tetrabutylammonium salts. The functionalization was achieved via a simple and efficient reaction with the corresponding nitrilium derivatives at room temperature under an argon atmosphere, giving the target products in high yields after a short reaction time. All compounds were fully characterized by multinuclear NMR spectroscopy (11B, 1H, 13C) and electrospray ionization mass spectrometry. The molecular structure of the representative compound, Bu4N[B10H9NHC(CH3)NH–CH2–CH=CH2], was determined by single-crystal X-ray diffraction analysis. The analysis revealed the expected cluster geometry with the –CH2–CH=CH2 fragment at the boron cage, making it available for further chemical transformations.