[o-(Ph2MeSb)(Mes2B)C6H4]OTf | 1329611-43-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 英文名称: [o-(Ph2MeSb)(Mes2B)C6H4]OTf
• CAS: 1329611-43-9
• 化学式: CF₃O₃S*C₃₇H₃₉BSb
• 分子量: 765.348
• InChiKey: QJNHQRGNVLBFGA-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  47.0
• 可旋转键数：
  6.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  57.2
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  [o-(Ph2MeSb)(Mes2B)C6H4]OTf 、 三(二甲氨基)锍二氟三甲基硅酸 以 氘代氯仿 为溶剂， 生成
  参考文献：
  名称：

  Fluoride Anion Chelation by a Bidentate Stibonium–Borane Lewis Acid

  摘要：

  The stibonium-borane [o-(Ph2MeSb)(Mes(2)B)C6H4](+) (4(+)) has been synthesized and isolated as a triflate salt. Competition experiments carried out with [o-(Ph2MeP)(Mes(2)FB)C6H4] indicate that 4(+) exhibits a much higher fluoride affinity than its lighter phosphorus congener. Structural studies show that the higher fluoride affinity of 4(+) is correlated to the Lewis acidity of the stibonium center, which engages the boron-bound fluoride anion in the formation of a B-F -> Sb bridge. These results illustrate that the Lewis acidity of main-group onium ions increases as the group is descended.

  DOI：

  10.1021/om200499y
• 作为产物：
  描述：

  o-(Ph2Sb)(Mes2B)C6H4 、 三氟甲烷磺酸甲酯 以 乙醚 为溶剂， 生成 [o-(Ph2MeSb)(Mes2B)C6H4]OTf
  参考文献：
  名称：

  Fluoride Anion Chelation by a Bidentate Stibonium–Borane Lewis Acid

  摘要：

  The stibonium-borane [o-(Ph2MeSb)(Mes(2)B)C6H4](+) (4(+)) has been synthesized and isolated as a triflate salt. Competition experiments carried out with [o-(Ph2MeP)(Mes(2)FB)C6H4] indicate that 4(+) exhibits a much higher fluoride affinity than its lighter phosphorus congener. Structural studies show that the higher fluoride affinity of 4(+) is correlated to the Lewis acidity of the stibonium center, which engages the boron-bound fluoride anion in the formation of a B-F -> Sb bridge. These results illustrate that the Lewis acidity of main-group onium ions increases as the group is descended.

  DOI：

  10.1021/om200499y

文献信息

• Cyanide and Azide Anion Complexation by a Bidentate Stibonium-Borane Lewis Acid
  作者：Casey R. Wade、François P. Gabbaï

  DOI：10.5560/znb.2014-4168

  日期：2014.12.1

  Our ongoing interest in the chemistry of polyfunctional Lewis acids has led us to investigate the reaction of the stibonium-borane [o-(Ph₂MeSb)(Mes₂B)C₆H₄]⁺ (1⁺) with cyanide and azide, two toxic anions. Both anions react with 1⁺ to afford the corresponding neutral complexes 1-CN and 1-N₃. Structural and computational studies show that the coordinated anion interacts with both the boron and antimony atoms of the bidentate Lewis acid. While the azide complex features a typical κ²N¹ : N¹ bridging azide ligand, the cyanide complex possesses a cyanoborate moiety whose cyanide interacts side-on with the stibonium center. The Lewis acid-anion interactions observed in these complexes have also been studied computationally using the Natural Bond Orbital method

  摘要 我们对多官能团路易斯酸化学的持续兴趣促使我们研究了硼烷[o-(Ph2MeSb)(Mes2B)C6H4]+（1+）与氰化物和叠氮化物这两种有毒阴离子的反应。这两种阴离子与 1+ 反应生成相应的中性络合物 1-CN 和 1-N3。结构和计算研究表明，配位阴离子与双叉路易斯酸的硼原子和锑原子都有相互作用。叠氮络合物具有典型的 κ2N1 : N1 桥接叠氮配体，而氰化物络合物则具有氰硼酸分子，其氰化物从侧面与锑中心相互作用。在这些配合物中观察到的路易斯酸-阴离子相互作用也是通过自然键轨道方法进行计算研究的。