2-(3-(dimesitylboryl)phenyl)pyridine | 1094062-18-6

• 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-(3-(dimesitylboryl)phenyl)pyridine
• 英文别名: (3-Pyridin-2-ylphenyl)-bis(2,4,6-trimethylphenyl)borane；(3-pyridin-2-ylphenyl)-bis(2,4,6-trimethylphenyl)borane
• CAS: 1094062-18-6
• 化学式: C₂₉H₃₀BN
• 分子量: 403.375
• InChiKey: GPZRJUPTIIZPIN-UHFFFAOYSA-N

物化性质

• 沸点：
  544.5±50.0 °C(predicted)
• 密度：
  1.06±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.12
• 重原子数：
  31
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  4-甲基吡啶-2-甲酸 、 bis[dimethyl(μ-dimethylsulfide)platinum(II)] 、 2-(3-(dimesitylboryl)phenyl)pyridine 以 四氢呋喃 为溶剂， 反应 50.0h， 以70%的产率得到(2-(m-Mes₂BC₆H₃)C₅H₄N)Pt(Me-pic)
  参考文献：
  名称：

  Impact of a Picolinate Ancillary Ligand on Phosphorescence and Fluoride Sensing Properties of BMes₂-Functionalized Platinum(II) Compounds

  摘要：

  Two new dimesitylboron (BMes(2))-functionalized 2-phenylpyridine cyclometalated Pt(II) complexes (2 and 3) with a picolinate or a methyl-picolinate as the ancillary ligand have been synthesized via a one-pot procedure at ambient conditions with high yields (>70%). The crystal structures of these Pt(II) complexes were determined by single-crystal X-ray diffraction analysis, which revealed the presence of extended pi-stacking interactions in the crystal lattice of 2 and discrete dimer formation in the lattice of 3. Both complexes exhibit dual phosphorescence emission in solution at room temperature under N-2 atmosphere. These unusual photophysical properties have been systematically investigated by spectroscopic and computational studies, which established that the phosphorescent dual emission originates from admixture of (LLCT)-L-3 and (ILCT)-I-3/(MLCT)-M-3 transitions. Fluoride titration experiments were conducted to further confirm the origin of phosphorescence in these compounds. The phosphorescent properties and the phosphorescent response toward fluoride ions by compounds 2 and 3 are distinctly different from the previously known BMes(2)-functionalized (NC)-C-boolean AND-chelate Pt(II) compounds, which are attributed to the introduction of the low-lying pi* orbital by the picolinate ancillary ligand in the Pt(II) compounds.

  DOI：

  10.1021/om301112u
• 作为产物：
  描述：

  二(三甲苯基)氟化硼 在 bis-triphenylphosphine-palladium(II) chloride 、 正丁基锂 作用下， 以 乙醚 、 甲苯 为溶剂， 反应 20.5h， 生成 2-(3-(dimesitylboryl)phenyl)pyridine
  参考文献：
  名称：

  Effective phosphorescence quenching in borylated Pt^IIppy-type phosphors and their application as I⁻ion sensors in aqueous medium

  摘要：

  首次报道了基于硼烷基化 PtII ppy 型荧光粉（Hppy = 2-苯基吡啶）的磷光 Iâ 离子传感器，该传感器具有良好的选择性和灵敏度。

  DOI：

  10.1039/c2cc37135a

文献信息

• Versatile phosphorescent color tuning of highly efficient borylated iridium(iii) cyclometalates by manipulating the electron-accepting capacity of the dimesitylboron group
  作者：Xiaolong Yang、Ning Sun、Jingshuang Dang、Zuan Huang、Chunliang Yao、Xianbin Xu、Cheuk-Lam Ho、Guijiang Zhou、Dongge Ma、Xiang Zhao、Wai-Yeung Wong

  DOI：10.1039/c3tc30352g

  日期：——

  to the phosphorescent IrIII complexes to give excellent electroluminescent (EL) characteristics. Highly efficient red phosphorescent bis(5-(dimesitylboryl)-2-phenylpyridinato)iridium(acetylacetonate) (Ir-B-1) based on the above notion shows a very good compatibility with the choice of host materials which can furnish maximum current efficiency (ηL) of 22.2 cd A−1, external quantum efficiency (ηext)

  已经设计了几种带有二聚二茂铁（B（Mes）2）单元的磷化Ir III ppy型配合物（ppy = 2-苯基吡啶阴离子），并且其中一些是新制备的。通过改变具有不同电子特性的取代位置，可以控制连接的B（Mes）2部分的电子接受能力，这些Ir III配合物的金属-配体电荷转移（MLCT）过程的方向可以是保留或偏移，可以为磷光颜色调整提供新的策略。通过计算研究，转移B（Mes）2的取代位置有机配体上的部分，一些电子特征，例如电子注入/电子传输（EI / ET）特性和电荷传输平衡，也可以赋予磷光Ir III配合物以提供出色的电致发光（EL）特性。基于上述概念的高效红色磷光双（5-（二甲磺酰基）-2-苯基吡啶并氨基）铱（乙酰丙酮）（Ir-B-1）与选择可以提供最大电流效率的基质材料具有很好的相容性（η大号22.2光盘的）-1，外部量子效率（η EXT的14.7％）和功率效率（η P 21.4流明W的）