3,3''-dimethoxy-1,1':3',1''-terphenyl | 171820-21-6

• 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: 3,3''-dimethoxy-1,1':3',1''-terphenyl
• 英文别名: 3,3”-dimethoxy-1,1':3',1”-terphenyl；1,1':3',1''-Terphenyl, 3,3''-dimethoxy-；1,3-bis(3-methoxyphenyl)benzene
• CAS: 171820-21-6
• 化学式: C₂₀H₁₈O₂
• 分子量: 290.362
• InChiKey: KOXJYFZEQZIZCW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3,3''-dimethoxy-1,1':3',1''-terphenyl 在 吡啶 、 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三溴化硼 、 四丁基碘化铵 、 potassium carbonate 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 79.0h， 生成 1,3-Bis(3-ethynylphenyl)benzene
  参考文献：
  名称：

  Synthesis and guest recognition of molecular cleft consisting of terpyridine–Pt(II) acetylide complexes

  摘要：

  The stable molecular clefts 1 consisting of inert Pt-acetylide moieties and a 1,1':3',1 ''-terphenyl spacer were synthesized. Guest binding behavior of la was examined by H-1 NMR spectroscopy to determine the association constants; naphthalene (K-a similar to 0 M-1) < anthracene (10 M-1) < pyrene (50 M-1) < coronene (640 M-1) in chloroform-d/acetonitrile-d(3) (3:1, v/v). 1a is stable enough to resist disassembly in the presence of anionic species. Thus, 1a shows a higher affinity to large electron-rich aromatic compounds. In addition, anionic aromatic guests were bound more strongly by 1a (K-a = 540 M-1 for 1-pyrenecarboxylate) due to the electrostatic interactions, pi-pi interactions, and the stable cleft scaffold. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.08.116
• 作为产物：
  描述：

  3-甲氧基苯硼酸 在 四(三苯基膦)钯 、 potassium carbonate 作用下， 以 1,4-二氧六环 、 甲苯 为溶剂， 反应 93.5h， 生成 3,3''-dimethoxy-1,1':3',1''-terphenyl
  参考文献：
  名称：

  Synthesis and guest recognition of molecular cleft consisting of terpyridine–Pt(II) acetylide complexes

  摘要：

  The stable molecular clefts 1 consisting of inert Pt-acetylide moieties and a 1,1':3',1 ''-terphenyl spacer were synthesized. Guest binding behavior of la was examined by H-1 NMR spectroscopy to determine the association constants; naphthalene (K-a similar to 0 M-1) < anthracene (10 M-1) < pyrene (50 M-1) < coronene (640 M-1) in chloroform-d/acetonitrile-d(3) (3:1, v/v). 1a is stable enough to resist disassembly in the presence of anionic species. Thus, 1a shows a higher affinity to large electron-rich aromatic compounds. In addition, anionic aromatic guests were bound more strongly by 1a (K-a = 540 M-1 for 1-pyrenecarboxylate) due to the electrostatic interactions, pi-pi interactions, and the stable cleft scaffold. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.08.116

文献信息

• <i>N</i>-Heterocyclic Carbene Coordinated Heterogeneous Pd Nanoparticles as Catalysts for Suzuki–Miyaura Coupling
  作者：Hyemin Min、Hiroyuki Miyamura、Shū Kobayashi

  DOI：10.1246/cl.160369

  日期：2016.7.5

  Palladium nanoparticle (Pd NP) catalysts immobilized in a polymer with an N-heterocyclic carbene (NHC) moiety (PICB-NHC-Pd) have been developed, wherein the NHC moiety plays dual roles as a crosslinker and a ligand to activate the Pd NPs. The presence of both Pd NPs and NHC was confirmed by STEM/EDS and SR-MAS NMR analyses, respectively. This PICB-NHC-Pd catalyst showed excellent activity in the Suzuki–Miyaura

  已开发出固定在具有 N-杂环卡宾 (NHC) 部分 (PICB-NHC-Pd) 的聚合物中的钯纳米颗粒 (Pd NP) 催化剂，其中 NHC 部分起着交联剂和配体的双重作用以激活 Pd NP . 分别通过 STEM/EDS 和 SR-MAS NMR 分析证实了 Pd NPs 和 NHC 的存在。这种 PICB-NHC-Pd 催化剂在 Suzuki-Miyaura 偶联反应中表现出优异的活性，而不会浸出 Pd。在克级合成中获得了优异的结果，并且在不损失催化剂活性的情况下完成了催化剂回收/再利用实验。
• Palladium-catalyzed synthesis of diarylbenzenes from coupling reactions between equal amount of diiodoarenes and arylboronic acids
  作者：Jincheng Mao、Ran Li、Yue He、Xiaojiang Yang、Dingli Wang、Yang Zhang

  DOI：10.1134/s1070427216040212

  日期：2016.4

  We reported a highly effective Pd-catalytic system for the synthesis of diarylbenzenes through Suzuki-type reaction between equal amount of diiodoarenes and arylboronic acids. This preferential oxidative addition resulted in such high selectivity.

  我们报道了通过等量二碘代芳烃和芳基硼酸之间的Suzuki型反应合成二芳基苯的高效钯催化体系。这种优先的氧化添加导致了如此高的选择性。
• <i>meta</i> ‐Selective C−H Arylation of Fluoroarenes and Simple Arenes
  作者：Luo‐Yan Liu、Jennifer X. Qiao、Kap‐Sun Yeung、William R. Ewing、Jin‐Quan Yu

  DOI：10.1002/anie.202002865

  日期：2020.8.10

  to promote ortho‐C−H metalation. Based upon this reactivity, we employed an activated norbornene that traps the ortho‐palladation intermediate and is then relayed to the meta position, leading to meta‐selective C−H arylation of fluoroarenes. Deuterium experiment suggests that this meta‐arylation is initiated by ortho C−H activation and the catalytic cycle is terminated by C‐2 protonation. A dual‐ligand

  已知氟可促进邻位‐C−H 金属化。基于这种反应性，我们采用了一种活化的降冰片烯来捕获邻位钯化中间体，然后转移到间位，从而导致氟芳烃的间位选择性C−H 芳基化。氘实验表明，这种元芳基化是由邻位C-H 激活引发的，催化循环由 C-2 质子化终止。双配体系统对于观察到的高反应性和位点选择性至关重要。将这种方法应用于简单的苯或其他芳烃也可以提供具有良好收率和位点选择性的芳基化产物。
• 一种由芳基甲醛合成多芳烃的方法
  申请人：长沙资材科技有限公司

  公开号：CN114621045A

  公开（公告）日：2022-06-14

  本发明公开了一种由芳基甲醛为原料制备多芳烃的方法，该方法是在CuI和KOH存在下，两分子芳基甲醛与四分子DMSO进行一锅反应，即得多芳烃，反应得到的产物多芳烃比原料增加了一个苯环，构成该苯环的六个碳原子分别来自两个芳基甲醛和四个DMSO分子。该方法也适合由不同结构芳基甲醛制备不对称多芳烃。该发明提供了一个由单芳化合物制备多芳化合物的方法。该制备多芳烃的方法原料来源广泛易得，绿色环保，价格低廉，操作简单，有利于工业化生产。
• Synthesis and guest recognition of molecular cleft consisting of terpyridine–Pt(II) acetylide complexes
  作者：Tatsuya Nabeshima、Yuki Hasegawa、Robert Trokowski、Masaki Yamamura

  DOI：10.1016/j.tetlet.2012.08.116

  日期：2012.11

  The stable molecular clefts 1 consisting of inert Pt-acetylide moieties and a 1,1':3',1 ''-terphenyl spacer were synthesized. Guest binding behavior of la was examined by H-1 NMR spectroscopy to determine the association constants; naphthalene (K-a similar to 0 M-1) < anthracene (10 M-1) < pyrene (50 M-1) < coronene (640 M-1) in chloroform-d/acetonitrile-d(3) (3:1, v/v). 1a is stable enough to resist disassembly in the presence of anionic species. Thus, 1a shows a higher affinity to large electron-rich aromatic compounds. In addition, anionic aromatic guests were bound more strongly by 1a (K-a = 540 M-1 for 1-pyrenecarboxylate) due to the electrostatic interactions, pi-pi interactions, and the stable cleft scaffold. (C) 2012 Elsevier Ltd. All rights reserved.