1,1,2,2-tetrakis(4-tert-butylphenyl)ethene | 78525-37-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 1,1,2,2-tetrakis(4-tert-butylphenyl)ethene
• 英文别名: tetrakis(4-tert-butylphenyl)ethylene；1-Tert-butyl-4-[1,2,2-tris(4-tert-butylphenyl)ethenyl]benzene
• CAS: 78525-37-8
• 化学式: C₄₂H₅₂
• 分子量: 556.875
• InChiKey: TUPLKZGJBLHJMF-UHFFFAOYSA-N

物化性质

• 沸点：
  573.2±45.0 °C(Predicted)
• 密度：
  0.973±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  14.6
• 重原子数：
  42
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  叔丁基苯 在 三氯化铝 、 四氯化钛 二硫化碳 、 锌 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 生成 1,1,2,2-tetrakis(4-tert-butylphenyl)ethene
  参考文献：
  名称：

  Synthesis and Electroluminescent Properties of Fully Substituted Ethylene Moieties

  摘要：

  We synthesized a new bluish-green emitting material using fully substituted ethylene moieties, 1,1,2,2-tetrakis(4'-tert-butyl-phenyl)ethene [TBPE] and 1,1,2,2-tetrakis(4'-tert-butyl-biphenyl)ethene [TBBPE] by McMurry reaction. These products were identified by NMR, IR, Fab-Mass analysis. The maximum absorbance of TBPE and TBBPE appeared at around 318 nm and 358 nm and two compounds also showed different PL maximum value as 431 nm (TBPE) and 511 nm (TBBPE). ITO/2-TNATA/TBBPE/Alq(3)/LiF/Al device showed bluish-green EL color and 4cd/A efficiency.

  DOI：

  10.1080/15421400600932371

文献信息

• Divergent and Stereoselective Synthesis of Tetraarylethylenes from Vinylboronates
  作者：Minghao Zhang、Yisen Yao、Peter J. Stang、Wanxiang Zhao

  DOI：10.1002/anie.202008113

  日期：2020.11.2

  elucidated. TAEs have widespread applications in material science and supramolecular chemistry due to their aggregation‐induced emission (AIE) properties. The divergent and stereoselective synthesis of [3+1]‐, [2+2]‐, and [2+1+1]‐TAEs via multiple couplings of vinylboronates with aryl bromides is demonstrated. These couplings feature a broad substrate scope and excellent functional group compatibility

  报道了新的四硼烷基乙烯（TBE）的合成，并阐明了其在制备[4 + 0]-四芳烃（TAE）中的应用。TAE由于其聚集诱导发射（AIE）特性而在材料科学和超分子化学中得到了广泛应用。通过乙烯基硼酸酯与芳基溴化物的多次偶联，证明了[3 + 1]-，[2 + 2]-和[2 + 1 + 1] -TAE的发散和立体选择性合成。由于温和的反应条件，这些偶联具有广泛的底物范围和出色的官能团相容性。提供了容易获得各种四芳烃的途径。该策略是对合成TAE的常规方法的重要补充，并且将是合成用于功能材料的基于TAE的分子的宝贵工具，
• Tetraarylethylenes from Diarylmethanones and Hexachlorodisilane: The “Sila-McMurry” Reaction
  作者：Maximilian Moxter、Jan Tillmann、Matthias Füser、Michael Bolte、Hans-Wolfram Lerner、Matthias Wagner

  DOI：10.1002/chem.201603720

  日期：2016.11.2

  Hexachlorodisilane reacts with diarylmethanones (aryl=C6H5, 4‐MeC6H4, 4‐tBuC6H4, 4‐ClC6H4, 4‐BrC6H4) to furnish the corresponding tetraarylethylenes in good yields. The reductive conversion requires temperatures of about 160 °C and reaction times of 60–72 h. In the initial step, the Lewis‐basic carbonyl groups likely generate low‐valent [SiCl2] as an analogue of [TiCl2] in the classical McMurry reaction

  与diarylmethanones（芳基= C发生反应六氯乙硅烷6 ħ 5，4-MEC 6 ħ 4，4-吨BUC 6 ħ 4，4-CLC 6 ħ 4，4- BRC 6 ħ 4），得到良好的收率相应tetraarylethylenes。还原转化需要约160°C的温度和60-72 h的反应时间。在初始步骤中，路易斯碱羰基可能会生成低价的[SiCl 2 ]作为[TiCl 2 ]的类似物]在经典的McMurry反应中。偶合序列进一步通过已分离为关键中间体的苯并匹氮酮进行。
• Reaction of Iron Pentacarbonyl with gem-Dihalides
  作者：C. Eugene Coffey

  DOI：10.1021/ja01468a019

  日期：1961.4
• Synthesis and Electroluminescent Properties of Fully Substituted Ethylene Moieties
  作者：Soo Kang Kim、Young Il Park、Jong Wook Park

  DOI：10.1080/15421400600932371

  日期：2006.11

  We synthesized a new bluish-green emitting material using fully substituted ethylene moieties, 1,1,2,2-tetrakis(4'-tert-butyl-phenyl)ethene [TBPE] and 1,1,2,2-tetrakis(4'-tert-butyl-biphenyl)ethene [TBBPE] by McMurry reaction. These products were identified by NMR, IR, Fab-Mass analysis. The maximum absorbance of TBPE and TBBPE appeared at around 318 nm and 358 nm and two compounds also showed different PL maximum value as 431 nm (TBPE) and 511 nm (TBBPE). ITO/2-TNATA/TBBPE/Alq(3)/LiF/Al device showed bluish-green EL color and 4cd/A efficiency.