tris(4-bromophenyl)-4-iodophenyl methane | 1186383-52-7

• 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: tris(4-bromophenyl)-4-iodophenyl methane
• 英文别名: p-iodophenyltri(p-bromophenyl)methane；[(4-iodophenyl)methylidyne]tris[4-bromobenzene]；4,4',4''-((4-iodophenyl)methanetriyl)tris(bromobenzene)；1-[Bis(4-bromophenyl)-(4-iodophenyl)methyl]-4-bromobenzene
• CAS: 1186383-52-7
• 化学式: C₂₅H₁₆Br₃I
• 分子量: 683.019
• InChiKey: QAYFCBLGYLHWGR-UHFFFAOYSA-N

物化性质

• 熔点：
  >300 °C
• 沸点：
  608.5±55.0 °C(Predicted)
• 密度：
  1.863±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  9.7
• 重原子数：
  29
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.04
• 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：

  tris(4-bromophenyl)-4-iodophenyl methane 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 四(三苯基膦)钯 、 potassium carbonate 、 三乙胺 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 24.0h， 生成 Tri(propan-2-yl)-[2-[4-[tris(4-pyridin-4-ylphenyl)methyl]phenyl]ethynyl]silane
  参考文献：
  名称：

  Nature of Electron Transport by Pyridine-Based Tripodal Anchors: Potential for Robust and Conductive Single-Molecule Junctions with Gold Electrodes

  摘要：

  We have designed and synthesized a pyridine-based tripodal anchor unit to construct a single-molecule junction with a gold electrode. The advantage of tripodal anchoring to a gold surface was unambiguously demonstrated by cyclic voltanunetry measurements. X-ray photoelectron spectroscopy measurements indicated that the A orbital of pyridine contributes to the physical adsorption of the tripodal anchor unit to the gold surface, The conductance of a single-molecule junction that consists of the tripodal anchor and diphenyl acetylene was measured by modified scanning tunneling microscope techniques and successfully determined to be 5 +/- 1 x 10(-4) G(0.) Finally, by analyzing the transport mechanism based on ab initio calculations, the participation of the pi orbital of the anchor moieties was predicted. The tripodal structure is expected to form a robust junction, and pyridine is predicted to achieve pi-channel electric transport.

  DOI：

  10.1021/ja109577f
• 作为产物：
  描述：

  (4-iodophenyl)triphenylmethane 在 溴 作用下， 以 neat (no solvent) 为溶剂， 反应 0.5h， 以100%的产率得到tris(4-bromophenyl)-4-iodophenyl methane
  参考文献：
  名称：

  炔单功能化金纳米粒子作为大分子构建块

  摘要：

  使用包含远程保护乙炔的三足硫醚基配体，我们有效地稳定了通过色谱法分离和纯化的小金纳米粒子 (O ≈ 1.2 nm)。通过将透射电子显微镜测量的颗粒尺寸与热重分析确定的涂层配体的重量分数进行比较，可以获得 1:1 的配体与颗粒的比例。金颗粒的单一配体涂层保证了每个颗粒存在单一的掩蔽炔烃。它可以通过为颗粒提供“大分子”特性的湿化学方案来解决。颗粒的“大分子”性质通过将它们参与湿化学偶联方案来证明，例如氧化乙炔偶联提供金纳米颗粒二聚体（34% 分离产率）或炔-叠氮化物“点击”化学与合适的三叠氮化物，产生三聚体颗粒体系结构（30% 由透射电子显微镜确定）。由涂层配体获得的颗粒稳定性首次允许通过尺寸排阻色谱处理这些多颗粒结构。

  DOI：

  10.1002/ejic.202000273

文献信息

• Synthesis of Tripodal-anchor Units Having Pyridine or Amine Functional Groups and Their Adsorption Behavior on Metal Electrodes
  作者：Tomoya Hirose、Yutaka Ie、Yoshio Aso

  DOI：10.1246/cl.2011.204

  日期：2011.2.5

  Synthesis of new tripodal-anchor units composed of a tetraphenylmethane core with pyridine or amine as anchoring functional groups has been successfully accomplished. Cyclic voltammetry measurements of their monolayers on metal electrodes revealed the estimated surface coverage and robust adsorption of three-armed structures on the surface.

  成功合成了由四苯甲烷核与吡啶或胺作为锚定功能基团的新型三脚架锚单元。这些单层在金属电极上的循环伏安测量显示了表面覆盖率的估计值，以及三臂结构在表面的强健吸附。
• 一类大环结构的化合物及其制备方法和在胶囊形分子笼合成中的应用
  申请人：中国科学院理化技术研究所

  公开号：CN113636981B

  公开（公告）日：2023-05-23

  本发明涉及一类通式(I)化合物及其制备方法，其中，A独立地选自‑NR7‑、‑PR7‑、‑CH2‑、‑O‑、‑S‑；R7独立地选自H、C1‑30烷基、芳基；R2独立地选自‑C≡C‑、‑C＝C‑、‑( )n‑(n＝0,1,2)；R3独立地选自‑Ar‑Z，Ar为芳基、杂芳基，Z为‑CHO、‑NH2；R1独立地选自H、C1‑30烷基、C2‑30烯基、C2‑30炔基、环烷基、芳基、杂芳基、杂环基、卤素、氨基、磺酸基、羧酸基、C1‑30烷氧基、芳氧基、‑CO‑C1‑30烷基、‑CO‑芳基、‑COO‑C1‑30烷基、‑COO‑芳基。本发明还涉及通式(I)化合物用于制备胶囊形分子笼的用途。所述胶囊形分子笼具有较大的空腔结构，可以用于吸附、分离、催化、荧光识别等领域中。
• TETRAPHENYLMETHANE SKELETON-CONTAINING COMPOUND
  申请人：KUBO Youhei

  公开号：US20090227812A1

  公开（公告）日：2009-09-10

  A compound represented by the formula below is provided. (In the formula, X and Y denote a hydroxy group, an amino group, or a halogen atom, and X and Y are groups that are different from each other.)

  提供了以下式子所代表的化合物。（在式子中，X和Y代表羟基，氨基或卤原子，且X和Y是不同于彼此的基团。）
• Rotation of a Bulky Triptycene in the Solid State: Toward Engineered Nanoscale Artificial Molecular Machines
  作者：Xing Jiang、Braulio Rodríguez-Molina、Narega Nazarian、Miguel A. Garcia-Garibay

  DOI：10.1021/ja503467e

  日期：2014.6.25

  We report the design and dynamics of a solid-state molecular rotor with a large triptycene rotator. With a cross-section and surface area that are 2 and 3 times larger than those of the phenylene rotators previously studied in the solid state, it is expected that van der Waals forces and steric hindrance will render the motion of the larger triptycene more difficult. To address this challenge, we used a rigid and shape-persistent stator in a dendritic structure that reaches ca. 3.6 nm in length. Using variable-temperature solid-state (2)H NMR spectroscopy, we determined a symmetric three-fold rotational potential with a barrier of 10.2 kcal/mol and a pre-exponential factor of 1.1 × 10(10) s(-1), which correspond to ca. 4600 Brownian jumps per second in the solid state at 300 K.
• US7799949B2
  申请人：——

  公开号：US7799949B2

  公开（公告）日：2010-09-21