2-(2-(dimethylboranyl)phenyl)pyridine | 1258862-70-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2-(2-(dimethylboranyl)phenyl)pyridine
• 英文别名: 8,8-Dimethyl-7-azonia-8-boranuidatricyclo[7.4.0.02,7]trideca-1(13),2,4,6,9,11-hexaene
• CAS: 1258862-70-2
• 化学式: C₁₃H₁₄BN
• 分子量: 195.072
• InChiKey: UBRPBUPNRSGOJJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.91
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  3.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2-(2-dibromoborylphenyl)pyridine 、 Dimethylzinc 以 甲苯 为溶剂， 反应 0.25h， 以88%的产率得到2-(2-(dimethylboranyl)phenyl)pyridine
  参考文献：
  名称：

  JP5660371

  摘要：

  公开号：

文献信息

• Synthesis of Pyridine−Borane Complexes via Electrophilic Aromatic Borylation
  作者：Naoki Ishida、Taisaku Moriya、Tsuyoshi Goya、Masahiro Murakami

  DOI：10.1021/jo101920p

  日期：2010.12.17

  Pyridine−borane complexes were synthesized from 2-arylpyridines through an electrophilic aromatic borylation reaction with BBr3. The intermediate 2-(2-dibromoborylaryl)pyridines were stable enough to be handled in air and served as the synthetic platform for variously substituted pyridine−borane complexes. This facile method would be useful for the synthesis of aza-π-conjugated materials having boron−nitrogen

  吡啶-硼烷配合物是由2-芳基吡啶通过与BBr 3的亲电芳香化反应合成的。中间体2-（2-二溴硼基芳基）吡啶足够稳定，可以在空气中处理，并用作各种取代的吡啶-硼烷络合物的合成平台。这种简便的方法对于合成具有硼-氮配位的氮杂-π-共轭材料将是有用的。
• Cross‐Dehydrogenative Homocoupling of 2‐Aryl‐N‐heterocycles and Application to the Synthesis of Phenylpyridine Borane Dimers
  作者：Longhui Gao、Sophie Feuillastre、Gilles Clavier、Grégory Pieters

  DOI：10.1002/ejoc.202201164

  日期：——

  AbstractA method for the synthesis of 2‐aryl‐N‐heterocyclic dimers via a cross‐dehydrogenative homocoupling (homo‐CDC) has been developed using commercially available Ruthenium on charcoal as catalyst and iron trichloride as oxidant. A large variety of heterocyclic scaffolds and functional groups are tolerated and a complete regioselectivity resulting from the activation of the less sterically hindered C−H bonds was observed for meta‐substituted substrates. Starting from several homocoupling products obtained, a series of pyridine‐borane complexes was synthesized and the impact of the dimerization on their photophysical properties was studied and rationalized using theoretical calculations.