(3-bromophenyl)dimesitylborane | 1094062-16-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (3-bromophenyl)dimesitylborane
• 英文别名: (3-Bromophenyl)dimesitylborane；(3-bromophenyl)-bis(2,4,6-trimethylphenyl)borane
• CAS: 1094062-16-4
• 化学式: C₂₄H₂₆BBr
• 分子量: 405.185
• InChiKey: SREVPNWNTGLRBZ-UHFFFAOYSA-N

物化性质

• 熔点：
  153-155 °C(Solv: hexane (110-54-3))
• 沸点：
  474.4±45.0 °C(Predicted)
• 密度：
  1.19±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.82
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  (3-bromophenyl)dimesitylborane 在 bis-triphenylphosphine-palladium(II) chloride 、 lithium chloride 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 50.0h， 生成 (2-(m-Mes₂BC₆H₃)C₅H₄N)Pt(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：

  1,3-二溴苯 、 二(三甲苯基)氟化硼 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 3.5h， 生成 (3-bromophenyl)dimesitylborane
  参考文献：
  名称：

  Tri-(2-picolyl)amine-modificated triarylborane: Synthesis, photophysical properties and distinguish for cyanide and fluoride anions in aqueous solution

  摘要：

  We designed and synthesized a tri-(2-picolyl) amine (TPA) functionalized triarylborane, 1-(6-(4-(dimesitylboryl)phenyl)pyridin-2-yl)-N,N-bis(pyridin-2-ylmethyl)methanamine (PB2). The photophysical properties of PB2 were thoroughly explored. Moreover, PB2 can capture CN- and F- in aqueous solution through strong chelation induced by the synergy of a boron atom andmetal ion gripped by TPA to display entirely different fluorogenic responses such as fluorescence enhancement for CN- and fluorescence quenching for F-. The results of TOF-MS-EI analysis and theoretical calculations indicate that the complexing of PB2 with CN- formed a 2-to-2 adduct with a stabilized configuration, resulting in strong emission. The complexing of PB2 with F- formed a 1-to-1 adduct with a loose configuration, resulting in weak emission. In pure water, the detection limit of PB2 for CN- is 0.79 mu M, and in H2O/THF (1:9 v/v) system, the detection limits of PB2 for CN- and F- can reach 0.39 and 2.12 mu M, respectively, indicating its potential application for effective detection and discrimination of CN- and F-. (c) 2019 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2019.03.116

文献信息

• A phenothiazine/dimesitylborane hybrid material as a bipolar transport host of red phosphor
  作者：Yu-Jen Cheng、Siao-Yin Yu、Song-Cheng Lin、Jiann T. Lin、Li-Yin Chen、Dai-Sin Hsiu、Yuh Sheng Wen、Mandy M. Lee、Shih-Sheng Sun

  DOI：10.1039/c6tc03335k

  日期：——

  High performance OLEDs with red-emitting phosphorescent iridium complexes doped in new bipolar transporters containing a meta-conjugated phenothiazine/dimesitylborane hybrid have been developed.

  利用含有meta-共轭苯噻嗪/二间苯硼烷杂化物的新双极传输剂掺杂红色发光蓝光复合物的高性能OLEDs已经开发出来。
• Synthesis of dibenzothiophene-based host materials with a dimesitylborane substituent and their green PHOLED performances
  作者：Yoon-Jung Na、Wook Song、Jun Yeob Lee、Seok-Ho Hwang

  DOI：10.1039/c4dt03700f

  日期：——

  Two structural isomers composed by linking between dibenzothiophene and dimesitylborane moieties on the phenyl group were synthesized and showed similar green device performance regardless of their different linkage positions.

  通过在苯基上连接二苯并噻吩和二间苯基硼烷基团之间的连接，合成了两种结构异构体，并展示出类似的绿色器件性能，无论它们的连接位置不同。
• Effective phosphorescence quenching in borylated Pt^IIppy-type phosphors and their application as I⁻ion sensors in aqueous medium
  作者：Xiaolong Yang、Zuan Huang、Jingshuang Dang、Cheuk-Lam Ho、Guijiang Zhou、Wai-Yeung Wong

  DOI：10.1039/c2cc37135a

  日期：——

  The first example of phosphorescent I− ion sensors based on borylated PtII ppy-type phosphors (Hppy = 2-phenylpyridine) was reported, which shows good selectivity and sensitivity.

  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。
• 一种以苯并呋喃并吲哚为给体的化合物及其应用
  申请人：西安瑞联新材料股份有限公司

  公开号：CN113929692A

  公开（公告）日：2022-01-14

  本发明属于有机电致发光功能材料及器件技术领域，涉及一种以苯并呋喃并吲哚为给体的化合物，该化合物的结构式如式(1)所示。本发明提供的一种以苯并呋喃并吲哚为给体的化合物通过特定位置引入特定的吸电子基团修饰苯并呋喃并吲哚构成全新化合物，具有双极性特点及TADF性质，作为发光层主体材料和/或发光材料使用能有效提高有机电致发光器件的发光效率和寿命。
• Impact of a Picolinate Ancillary Ligand on Phosphorescence and Fluoride Sensing Properties of BMes₂-Functionalized Platinum(II) Compounds
  作者：Soo-Byung Ko、Jia-Sheng Lu、Youngjin Kang、Suning Wang

  DOI：10.1021/om301112u

  日期：2013.1.28

  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.