1,3,5-三(4-(三氟甲基)苯基)苯 | 753014-99-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1,3,5-三(4-(三氟甲基)苯基)苯
• 英文名称: 4,4''-bis(trifluoromethyl)-5'-[4-(trifluoromethyl)phenyl]-1,1':3',1''-terphenyl
• 英文别名: 1,3,5-tris(4-(trifluoromethyl)phenyl)benzene；1,3,5-tris-(4-trifluoromethylphenyl)benzene；1,3,5-tris(4-trifluoromethylphenyl)benzene；1,3,5-tri(4-trifluoromethylphenyl)benzene；4,4'',4'''-Tris(trifluoromethyl)-1,1':3',1'':5',1'''-quaterbenzene；1,3,5-tris[4-(trifluoromethyl)phenyl]benzene
• CAS: 753014-99-2
• 化学式: C₂₇H₁₅F₉
• 分子量: 510.402
• InChiKey: OCBONKPOMTXSGL-UHFFFAOYSA-N

物化性质

• 熔点：
  158-159 °C
• 沸点：
  464.6±40.0 °C(Predicted)
• 密度：
  1.322±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  9.5
• 重原子数：
  36
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  4'-三氟甲基苯乙酮 在 氯化亚砜 作用下， 以 乙醇 为溶剂， 反应 1.0h， 以69%的产率得到1,3,5-三(4-(三氟甲基)苯基)苯
  参考文献：
  名称：

  由酮简单方便地合成 1,3,5-三芳基苯

  摘要：

  通过亚硫酰氯在无水乙醇中促进芳基甲基酮的三重缩合，以良好的收率完成了一系列 1,3,5-三芳基苯的新型高效合成。该方法简单方便。

  DOI：

  10.3184/030823407x275946

文献信息

• Facile Synthesis of 1,3,5-Triarylbenzenes and 4-Aryl-<i>NH</i> -1,2,3-Triazoles Using Mesoporous Pd-MCM-41 as Reusable Catalyst
  作者：Arijit Saha、Chia-Ming Wu、Rui Peng、Ranjit Koodali、Subhash Banerjee

  DOI：10.1002/ejoc.201801290

  日期：2019.1.10

  Mesoporous Pd‐MCM‐41 catalyzed expeditious synthesis of 1,3,5‐triarylbenzenes and 4‐aryl‐NH‐1,2,3‐triazoles have been developed via denitrative cyclo‐trimerization of β‐nitrostyrenes and de‐nitrative [3+2] cycloaddition of β‐nitrostyrenes with TMSN3 respectively. The catalyst was reused at least up to eight times with minimum loss of catalytic activity.

  通过β-硝基苯乙烯的反硝化三聚和反硝化反应，开发了介孔Pd-MCM-41催化快速合成1,3,5-三芳基苯和4-芳基NH -1,2,3-三唑。 2]分别将β-硝基苯乙烯与TMSN 3环加成。催化剂可重复使用至少八次，且催化活性损失最小。
• Synthesis of α-pyrones by catalytic oxidative coupling of terminal alkynes and carbon dioxide
  作者：Saray Oliveros-Cruz、Alma Arévalo、Juventino J. García

  DOI：10.1016/j.jorganchem.2016.12.033

  日期：2017.3

  [(dippe)Ni(μ-H)]2 (1) as a catalyst precursor (10 mol%) in the presence of a variety of terminal alkynes and CO2 allowed the production of substituted α–pyrones. This reaction occurs using relatively mild conditions (50 °C, 150 psi of CO2) with good to modest yields, depending on the nature of the substituents in the corresponding alkyne. The produced α–pyrones were characterized by different analytical methods

  在各种末端炔烃和CO 2存在下，使用复合物[（dippe）Ni（μ-H）] 2（1）作为催化剂前体（10摩尔％）可以生产取代的α-吡喃酮。该反应在相对温和的条件下（50°C，150 psi CO 2）进行，其收率良好至中等，具体取决于相应炔烃中取代基的性质。产生的α-吡喃酮通过不同的分析方法和光谱技术进行表征。
• A general protocol for the efficient synthesis of polyarylated benzenes by multiple Suzuki-Miyaura reactions of polychlorinated benzenes
  作者：Sebastian Reimann、Peter Ehlers、Muhammad Sharif、Anke Spannenberg、Peter Langer

  DOI：10.1016/j.tet.2016.01.010

  日期：2016.2

  derivatives by multiple Suzuki-Miyaura reactions of polychlorinated benzenes was developed. Using bulky and electron-rich phosphine ligands, up to quantitative yields of the desired compounds were achieved. Moreover, the reactions show good functional group tolerance and allow the employment of sterically demanding boronic acids.

  提出了通过多氯代苯的多个Suzuki-Miyaura反应高效合成多芳基化苯衍生物的通用方案。使用庞大且富含电子的膦配体，可以达到所需化合物的定量收率。此外，反应显示出良好的官能团耐受性，并允许使用空间需求的硼酸。
• Synthesis and structure of <i>trans</i>-bis(1,4-dimesityl-3-methyl-1,2,3-triazol-5-ylidene)palladium(II) dichloride and diacetate. Suzuki–Miyaura coupling of polybromoarenes with high catalytic turnover efficiencies
  作者：Jeelani Basha Shaik、Venkatachalam Ramkumar、Babu Varghese、Sethuraman Sankararaman

  DOI：10.3762/bjoc.9.79

  日期：——

  trans-Bis(1,4-dimesityl-3-methyl-1,2,3-triazol-5-ylidene)palladium(II) dichloride has been shown to be an excellent catalyst for the multiple Suzuki–Miyaura coupling reactions of polybromoarenes to the corresponding fully substituted polyarylarenes. The reactions proceeded in excellent yields and with high turnover numbers. With 1,4-dibromobenzene the catalyst was found to be active for up to 13 consecutive cycles with a turnover number of 1260. The polyarylarenes were obtained in pure form after crystallization once without recourse to chromatographic purification. The single-crystal X-ray structures of the chloro (1) as well as the corresponding acetato (2) complexes are also reported and compared with the corresponding complexes of 1,4-diphenyl-3-methyl-1,2,3-triazol-5-ylidene as the ligand.

  trans-Bis(1,4-二间苯基-3-甲基-1,2,3-三唑-5-基)钯(II)二氯化物已被证明是多溴芳烃与相应全取代聚芳基芳烃的Suzuki–Miyaura偶联反应的优秀催化剂。反应产率高，转化数也高。对于1,4-二溴苯，该催化剂在连续循环中活性可达13次，转化数为1260。聚芳基芳烃在晶化一次后以纯形式获得，无需色谱纯化。氯化物(1)以及相应的乙酸盐(2)配合物的单晶X射线结构也已报道，并与作为配体的1,4-二苯基-3-甲基-1,2,3-三唑-5-基的相应配合物进行了比较。
• Alkynylboronates and -boramides in CoI- and RhI-Catalyzed [2+2+2] Cycloadditions: Construction of Oligoaryls through Selective Suzuki Couplings
  作者：Laura Iannazzo、K. Peter C. Vollhardt、Max Malacria、Corinne Aubert、Vincent Gandon

  DOI：10.1002/ejoc.201100371

  日期：2011.6

  borylated alkynes, followed by Suzuki cross-couplings with aryl halides. Ethynylboryl pinacolate took part in cobalt-catalyzed [2+2+2] cycloadditions of all types investigated (i.e., all-intermolecular cyclotrimerization, diyne-yne cocyclization, and all-intramolecular triyne cycloisomerization). The resulting platforms gave rise to linear and angular ter- and quateraryls after Pd-catalyzed cross-coupling

  低聚芳基是通过过渡金属催化的硼化炔烃的 [2+2+2] 环加成反应制备的，然后是 Suzuki 与芳基卤化物的交叉偶联。Ethynylboryl pinacolate 参与研究的所有类型的钴催化 [2+2+2] 环加成反应（即，全分子间环三聚、二炔-炔共环化和全分子内三炔环异构化）。在 Pd 催化的交叉偶联后，所得平台产生线性和有角的三和四芳基。此外，还开发了第一个涉及炔基萘硼酰胺的 [2+2+2] 环加成反应。这些衍生物可以在作为催化剂的铑配合物存在下与二炔共环化。因为硼酰胺基团在 Suzuki 偶联条件下是无活性的，但可以很容易地脱保护以提供活性基团，