1-pyridine-4-isopropylborabenzene | 856667-86-2

• 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: 1-pyridine-4-isopropylborabenzene
• 英文别名: 1-(4-Propan-2-yl-1-boranuidacyclohexa-1,3,5-trien-1-yl)pyridin-1-ium
• CAS: 856667-86-2
• 化学式: C₁₃H₁₆BN
• 分子量: 197.088
• InChiKey: FHOJLYXECPCQOX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.43
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  3.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-pyridine-4-isopropylborabenzene 以 氘代苯 为溶剂， 反应 216.0h， 生成 1-tricyclohexylphosphine-4-isopropylborabenzene
  参考文献：
  名称：

  Insights into the Formation of Borabenzene Adducts via Ligand Exchange Reactions and TMSCl Elimination from Boracyclohexadiene Precursors

  摘要：

  The bonding properties of borabenzene with various neutral Lewis bases have been investigated. 1-Chloro-4-isopropyl-2-(trimethylsilyl)-2,4-boracyclohexadiene reacts with a number of Lewis bases-notably pyridine, PMe3, PCy3, and PPh3-to afford 4-isopropylborabenzene-base adducts. These adducts can undergo ligand exchange to afford new borabenzene complexes. The scope and mechanism of the reaction, as well as the steric and electronic properties of different adducts, were studied experimentally and computationally.

  DOI：

  10.1021/om500524j
• 作为产物：
  描述：

  1-triphenylphosphine-4-isopropylborabenzene 在 三苯基膦氢溴酸盐 作用下， 以 氘代苯 为溶剂， 反应 72.25h， 生成 1-pyridine-4-isopropylborabenzene
  参考文献：
  名称：

  Insights into the Formation of Borabenzene Adducts via Ligand Exchange Reactions and TMSCl Elimination from Boracyclohexadiene Precursors

  摘要：

  The bonding properties of borabenzene with various neutral Lewis bases have been investigated. 1-Chloro-4-isopropyl-2-(trimethylsilyl)-2,4-boracyclohexadiene reacts with a number of Lewis bases-notably pyridine, PMe3, PCy3, and PPh3-to afford 4-isopropylborabenzene-base adducts. These adducts can undergo ligand exchange to afford new borabenzene complexes. The scope and mechanism of the reaction, as well as the steric and electronic properties of different adducts, were studied experimentally and computationally.

  DOI：

  10.1021/om500524j

文献信息

• Cyclic boronium and borenium cations derived from borabenzene–pyridine complexes
  作者：Ioan Ghesner、Warren E. Piers、Masood Parvez、Robert McDonald

  DOI：10.1039/b502448j

  日期：——

  A new class of boronium and borenium cations are prepared by reaction of pyridinium hydrochloride with pyridine stabilized borabenzene derivatives.

  通过盐酸吡啶鎓与吡啶稳定硼苯衍生物的反应，制备了一类新的硼和硼鎓阳离子。
• Synthesis, Characterization, and Fluorescence Behavior of Twisted and Planar B₂N₂-Quaterphenyl Analogues
  作者：Cory A. Jaska、Warren E. Piers、Robert McDonald、Masood Parvez

  DOI：10.1021/jo0706574

  日期：2007.7.1

  quaterphenyl analogues containing BN ring linkages has been synthesized using primarily difunctional Lewis acidic diborabiphenyl moieties as molecular cores. Crystal structure analyses indicated the presence of large twist angles between adjacent aromatic rings in 1 and 3, which were also observed to possess nonfluorescent behavior due to a lack of molecular rigidity and insufficient BN character in

  一系列含有BN环键的平面和扭曲的杂芳族四元苯基类似物已被合成，主要使用双官能的Lewis酸性Diborabiphenyl部分作为分子核心。晶体结构分析表明，在1和3中相邻的芳环之间存在较大的扭曲角，并且由于缺乏分子刚度和在激发态下的B N特性不足，还观察到它们具有非荧光特性。与此相反，在相邻的环（经由乙炔环异构安装）之间的一个或两个桥接亚乙基的引入被发现，得到平坦的菲或芘的部分，这导致弱荧光行为（Φ ˚F = 0.02-0.16）的Ñ-Bu且Ph衍生物5 - 12。发射颜色的范围从绿色（λem = 521 nm）到红色（λem = 630 nm），主要取决于构象（2,2'- vs 4,4'-），发色团共轭的程度（菲与vs） ），以及存在的环外取代基的类型（n -Bu对Ph）。在某些情况下，观察到两个菲或pyr部分之间的通信，其特征在于相对于单体菲或pyr物种的红移改变了发射带。2,2'-异