4-tert-butyl-4'-ethynylbiphenyl | 897086-76-9

• 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: 4-tert-butyl-4'-ethynylbiphenyl
• 英文别名: 1-Tert-butyl-4-(4-ethynylphenyl)benzene
• CAS: 897086-76-9
• 化学式: C₁₈H₁₈
• 分子量: 234.341
• InChiKey: UDRKSPIJPVLSIX-UHFFFAOYSA-N

物化性质

• 沸点：
  329.8±21.0 °C(Predicted)
• 密度：
  1.00±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 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：

  4-tert-butyl-4'-ethynylbiphenyl 在 palladium diacetate 、 一氯化碘 、 三(2,6-二甲氧基苯基)磷 、 三苯基膦 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 、 苯 为溶剂， 反应 5.16h， 生成 6-(4'-tert-butylbiphenyl-4-yl)-4-methyl-2H-pyran-2-one
  参考文献：
  名称：

  Discovery of a novel series of N -hydroxypyridone derivatives protecting astrocytes against hydrogen peroxide-induced toxicity via improved mitochondrial functionality

  摘要：

  Astrocytes play a key role in brain homeostasis, protecting neurons against neurotoxic stimuli such as oxidative stress. Therefore, the neuroprotective therapeutics that enhance astrocytic functionality has been regarded as a promising strategy to reduce brain damage. We previously reported that ciclopirox, a well-known antifungal N-hydroxypyridone compound, protects astrocytes from oxidative stress by enhancing mitochondrial function. Using the N-hydroxypyridone scaffold, we have synthesized a series of cytoprotective derivatives. Mitochondrial activity assay showed that N-hydroxypyridone derivatives with biphenyl group have comparable to better protective effects than ciclopirox in astrocytes exposed to H2O2. N-hydroxypyridone derivatives, especially 11g, inhibited membrane-induced deterioration of mitochondrial membrane potential and oxygen consumption rate, and significantly improved cell viability of astrocytes. The results indicate that the N-hydroxypyridone motif can provide a novel cytoprotective scaffold for astrocytes via enhancing mitochondrial functionality. (C) 2017 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2016.12.052
• 作为产物：
  描述：

  对溴碘苯 在 bis-triphenylphosphine-palladium(II) chloride 、 sodium carbonate 、 potassium carbonate 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 、 乙二醇二甲醚 、 水 为溶剂， 反应 0.58h， 生成 4-tert-butyl-4'-ethynylbiphenyl
  参考文献：
  名称：

  Discovery of a novel series of N -hydroxypyridone derivatives protecting astrocytes against hydrogen peroxide-induced toxicity via improved mitochondrial functionality

  摘要：

  Astrocytes play a key role in brain homeostasis, protecting neurons against neurotoxic stimuli such as oxidative stress. Therefore, the neuroprotective therapeutics that enhance astrocytic functionality has been regarded as a promising strategy to reduce brain damage. We previously reported that ciclopirox, a well-known antifungal N-hydroxypyridone compound, protects astrocytes from oxidative stress by enhancing mitochondrial function. Using the N-hydroxypyridone scaffold, we have synthesized a series of cytoprotective derivatives. Mitochondrial activity assay showed that N-hydroxypyridone derivatives with biphenyl group have comparable to better protective effects than ciclopirox in astrocytes exposed to H2O2. N-hydroxypyridone derivatives, especially 11g, inhibited membrane-induced deterioration of mitochondrial membrane potential and oxygen consumption rate, and significantly improved cell viability of astrocytes. The results indicate that the N-hydroxypyridone motif can provide a novel cytoprotective scaffold for astrocytes via enhancing mitochondrial functionality. (C) 2017 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2016.12.052

文献信息

• Improvement in Radiative Efficiency <i>Via</i> Intramolecular Charge Transfer in <i>ortho</i>-Carboranyl Luminophores Modified with Functionalized Biphenyls
  作者：Dong Kyun You、Mingi Kim、Dongwook Kim、Namkyun Kim、Kang Mun Lee

  DOI：10.1021/acs.inorgchem.3c01242

  日期：2023.6.26

  characterized by multinuclear magnetic resonance spectroscopy. In addition, their molecular structures were determined by single-crystal X-ray diffractometry, which revealed that the distortion of the biphenyl rings and the geometries around the o-carborane cages were similar. All compounds exhibited ICT-based emissions in the rigid state (solution at 77 K and film). Intriguingly, the quantum efficiencies (Φem)

  在这项研究中，我们发现官能团对邻碳硼烷基物质上芳香族单元的电子效应可以提高基于分子内电荷转移（ICT）的辐射衰变过程的效率。制备了六种连接有带有CF 3、F、H、CH 3、C(CH 3 ) 3和OCH 3取代基的官能化联苯基的基于邻碳硼烷基的发光体，并通过多核磁共振波谱进行了充分表征。此外，通过单晶X射线衍射法测定了它们的分子结构，结果揭示了联苯环和邻接环周围几何形状的扭曲。-碳硼烷笼是相似的。所有化合物在刚性状态下均表现出基于 ICT 的发射（77 K 溶液和薄膜）。有趣的是，五种化合物（含CF 3的基团由于其发射极弱而无法测量）在薄膜状态下的量子效率（Φ em ）随着修饰末端官能团的给电子能力逐渐增加。联苯部分增加。此外，OCH 3组的非辐射衰变常数 ( k nr )估计为 F 组的十分之一，而辐射衰变常数 ( k r）五种化合物相似。优化后的第一激发态（S 1 ）结构的偶极矩（μ）逐渐增加，从CF
• The photophysical properties of molecules with triple bonds
  作者：V. F. Razumov、V. A. Sazhnikov、M. V. Alfimov、I. L. Kotlyarevskii、M. I. Bardamova、S. F. Vasilevskii

  DOI：10.1007/bf00925877

  日期：1979.2