1-[2-(4-methylphenyl)ethynyl]-2-(2-phenylethynyl)benzene | 1151549-77-7

• 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: 1-[2-(4-methylphenyl)ethynyl]-2-(2-phenylethynyl)benzene
• 英文别名: 1-Methyl-4-[2-[2-(2-phenylethynyl)phenyl]ethynyl]benzene
• CAS: 1151549-77-7
• 化学式: C₂₃H₁₆
• 分子量: 292.38
• InChiKey: HTRJYDNCYXNIPX-UHFFFAOYSA-N

物化性质

• 沸点：
  469.0±38.0 °C(predicted)
• 密度：
  1.13±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• 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：

  1-[2-(4-methylphenyl)ethynyl]-2-(2-phenylethynyl)benzene 在 8-甲基喹啉1-氧化物 、 三苯基膦氯金 、 双三氟甲烷磺酰亚胺银盐 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 3.0h， 生成 3-benzoyl-2-(p-tolyl)-1H-inden-1-one 、 3-(4-methylbenzoyl)-2-phenyl-1H-inden-1-one
  参考文献：
  名称：

  阳离子金催化取代 1,5-二炔的分子内环化获得茚酮衍生物

  摘要：

  开发了一种有效的分子内环化反应来获得茚酮衍生物。取代的 1,5-二烯通过金催化的有机转化转化为相应的茚酮，并通过在温和的反应条件下形成两个 C=O 和一个 C-C 键获得中等至优异产率的标题分子锅。

  DOI：

  10.1002/asia.202101408
• 作为产物：
  描述：

  1-bromo-2-(p-tolylethynyl)benzene 、 苯乙炔 在 copper(l) iodide 、 二(氰基苯)二氯化钯 、 三叔丁基膦 、 二异丙胺 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 以46%的产率得到1-[2-(4-methylphenyl)ethynyl]-2-(2-phenylethynyl)benzene
  参考文献：
  名称：

  Emission from Regioisomeric Bis(phenylethynyl)benzenes during Pulse Radiolysis

  摘要：

  Emission from charge recombination between radical cations and anions of a series of regioisomeric 1,4-, 1,3-, and 1,2-bis(phenylethynyl)benzenes (bPEBs) substituted by various electron donor and/or acceptor groups was measured during pulse radiolysis in benzene (Bz). The formation of bPEB in the excited singlet state ((1)bPEB*) can be attributed to the charge recombination between bPEB(center dot+) and bPEB(center dot-), which are initially generated from the radiolytic reaction. This mechanism is reasonably explained by the relationship between the annihilation enthalpy change (-Delta H degrees) for the charge recombination of bPEB(center dot+) and bPEB(center dot-) and excitation energy of (1)bPEB*. Since the degree of the pi-conjugation in the S-1 state and HOMO-LUMO levels of bPEB change with the substitution pattern of phenylacetylene groups on the central benzene ring and the various kinds of donor and/or acceptor group, the fine-tuning of the emission color and intensity of bPEB can be easily carried out during pulse radiolysis in Bz. For donor-acceptor-substituted bPEB, it was found that the difference in the charge transfer conjugated pathways between donor and acceptor substituents (linear-, cross-, and "bent"-conjugated pathways) strongly influenced the HOMO-LUMO energy gap.

  DOI：

  10.1021/jo900494j

文献信息

• Synthesis of Trifluoromethanesulfanylbenzofulvenes<i>via</i>a Cascade Electrophilic Cyclization under Mild Conditions
  作者：Qing Xiao、Hui Zhu、Guangming Li、Zhiyuan Chen

  DOI：10.1002/adsc.201400561

  日期：2014.12.15

  AbstractThe introduction of the (trifluoromethyl)thio moiety into organic molecules has aroused comprehensive interest recently. We describe herein an efficient and chemoselective synthesis of trifluoromethanesulfanylbenzofulvenes through BiCl3‐ or TsOH‐promoted cascade electrophilic cyclization reactions. The presence of the trifluoromethanesulfanyl cation (CF3S+) would facilitate the electrophilic ring closure and nucleophilic attack of chloride or TsOH. This reaction provides a concise method for the synthesis of chlorine‐ or tosyloxy‐substituted trifluoromethanesulfanylbenzofulvenes in good to excellent yields.magnified image