m-terphenyl bromide | 801222-32-2

• 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: m-terphenyl bromide
• 英文别名: 1-(Bromomethyl)-3,5-bis(4-methoxyphenyl)benzene；1-(bromomethyl)-3,5-bis(4-methoxyphenyl)benzene
• CAS: 801222-32-2
• 化学式: C₂₁H₁₉BrO₂
• 分子量: 383.285
• InChiKey: XXWXUHAJLFBGJI-UHFFFAOYSA-N

物化性质

• 熔点：
  116 °C
• 沸点：
  488.8±45.0 °C(Predicted)
• 密度：
  1.288±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 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：

  m-terphenyl bromide 在 lithium aluminium tetrahydride 、 18-冠醚-6 、 三溴化磷 、 potassium carbonate 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 56.0h， 生成 1,3-Bis[[3,5-bis(4-methoxyphenyl)phenyl]methoxy]-5-(bromomethyl)benzene
  参考文献：
  名称：

  含间-三联苯基外围基团和4,4'-联吡啶核的树枝状聚合物的合成和电化学性能

  摘要：

  携带Frechet型聚（芳基醚）树突米三联苯周组分别由会聚方法合成到第二代。用树枝状溴化物简单地将4,4'-联吡啶季铵化得到相应的包含4,4'-联吡啶核的树枝状大分子。获得了所有树枝状聚合物的电化学参数，并且随着树枝状聚合物产生的增加，第一和第二氧化还原过程的半波电势均移至较小的负值。

  DOI：

  10.1016/j.tet.2004.08.093
• 作为产物：
  描述：

  3,5-二溴甲苯 在 N-溴代丁二酰亚胺(NBS) 、 palladium diacetate 、 potassium carbonate 、 三苯基膦 、 过氧化苯甲酰 作用下， 以 四氯化碳 、 甲苯 为溶剂， 反应 58.0h， 生成 m-terphenyl bromide
  参考文献：
  名称：

  Cu ^II /TEMPO‐Catalyzed Enantioselective C(sp ³ )–H Alkynylation of Tertiary Cyclic Amines through Shono‐Type Oxidation

  摘要：

  AbstractA novel strategy for asymmetric Shono‐type oxidative cross‐coupling has been developed by merging copper catalysis and electrochemistry, affording C1‐alkynylated tetrahydroisoquinolines with good to excellent enantioselectivity. The use of TEMPO as a co‐catalytic redox mediator is crucial not only for oxidizing a tetrahydroisoquinoline to an iminium ion species but also for decreasing the oxidation potential of the reaction. A novel bisoxazoline ligand is also reported.

  DOI：

  10.1002/anie.202005099

文献信息

• Synthesis and electrochemical properties of dendrimers containing meta-terphenyl peripheral groups and a 4,4′-bipyridinium core
  作者：Perumal Rajakumar、Kannupal Srinivasan

  DOI：10.1016/j.tet.2004.08.093

  日期：2004.11

  Fréchet-type poly(arylether) dendrons carrying m-terphenyl peripheral groups were synthesized up to second generation by convergent methodology. Simple quarternisation of 4,4′-bipyridine with the dendritic bromides afforded the corresponding dendrimers containing a 4,4′-bipyridine core. The electrochemical parameters were obtained for all the dendrimers and the half-wave potentials of both the first

  携带Frechet型聚（芳基醚）树突米三联苯周组分别由会聚方法合成到第二代。用树枝状溴化物简单地将4,4'-联吡啶季铵化得到相应的包含4,4'-联吡啶核的树枝状大分子。获得了所有树枝状聚合物的电化学参数，并且随着树枝状聚合物产生的增加，第一和第二氧化还原过程的半波电势均移至较小的负值。
• Synthesis and Electrochemical Properties of [2]Rotaxanes with <i>meta</i>-Terphenyl and <i>meta</i>-Terphenyl-Capped Dendritic Stoppers
  作者：Perumal Rajakumar、Kannupal Srinivasan

  DOI：10.1055/s-2005-872104

  日期：——

  A meta-terphenyl moiety has been employed as a stopper in a Stoddart-type [2]rotaxane, which is formed in a remarkably high yield due to the additional templating effect of the stoppers. Making use of the recognition between bis(pyridinium)ethane and dibenzo-24-crown-8 ether, the [2]rotaxanes with m-terphenyl and m-terphenyl-capped dendritic stoppers have been synthesized by a threading procedure. The [2]rotaxane 7 displays two bielectronic redox waves while the [2]rotaxanes 10 and 11 show four distinct monoelectronic redox waves.

  间三联苯部分已被用作斯托达特型[2]轮烷中的终止剂，由于终止剂的额外模板效应，其以非常高的产率形成。利用双(吡啶鎓)乙烷和二苯并-24-冠-8醚之间的识别，通过螺纹程序合成了具有间三联苯和间三联苯封端的树枝状终止剂的[2]轮烷。 [2]轮烷7显示两个双电子氧化还原波，而[2]轮烷10和11显示四个不同的单电子氧化还原波。
• Synthesis of chiral core based triazole dendrimers with m-terphenyl surface unit and their antibacterial studies
  作者：Ayyavu Thirunarayanan、Sebastian Raja、Gunasekaran Mohanraj、Perumal Rajakumar

  DOI：10.1039/c4ra04967e

  日期：——

  S-BINOL based chiral dendrimers with m-terphenyl at the surface and triazole as the bridging unit have been synthesized by a convergent synthetic strategy through the ‘click’ chemistry approach. The resazurin reduction assay method shows that all the dendrimers exhibit antibacterial activity against Shigella dysenteriae, Staphylococcus aureus and Serratia marcescen. Dendrimer 2 shows better inhibitory

  小号与基于手性-BINOL树枝状米在表面-三联苯和三唑作为桥接单元已经被会聚的合成策略通过“点击”化学方法合成的。刃天青的还原测定方法表明，所有的树状分子对痢疾志贺氏菌，金黄色葡萄球菌和粘质沙雷氏菌均具有抗菌活性。树枝状聚合物2对痢疾志贺氏菌和金黄色葡萄球菌具有比树枝状聚合物1和3更好的抑制活性以及树枝状聚合物2的抗菌活性。可以与标准viz相媲美。，链霉素。进一步的分子对接研究也支持了我们的结果。
• Cinchona Alkaloid‐Derived Zwitterions Catalyzed Enantioselective Steglich Rearrangement and Aldol Reaction of <i>O</i> ‐Acylated Oxindoles
  作者：Ying‐Pong Lam、Jingxian Huang、Xiaojian Jiang、Ying‐Yeung Yeung

  DOI：10.1002/cctc.202200136

  日期：2022.4.22

  Asymmetric synthesis: A class of cinchona alkaloid-derived zwitterions has been successfully applied to highly enantioselective Steglich rearrangement of oxindoles. The same catalytic system is also applicable in the asymmetric aldol reaction of oxindoles. This finding paves the way to the development of new reaction protocols exploiting cinchona alkaloid-derived zwitterions as asymmetric nucleophilic

  不对称合成：一类金鸡纳生物碱衍生的两性离子已成功应用于羟吲哚的高对映选择性 Steglich 重排。同样的催化体系也适用于羟吲哚的不对称羟醛反应。这一发现为开发利用金鸡纳生物碱衍生的两性离子作为不对称亲核催化剂的新反应方案铺平了道路。
• Cu ^II /TEMPO‐Catalyzed Enantioselective C(sp ³ )–H Alkynylation of Tertiary Cyclic Amines through Shono‐Type Oxidation
  作者：Pei‐Sen Gao、Xin‐Jun Weng、Zhen‐Hua Wang、Chao Zheng、Bing Sun、Zhi‐Hao Chen、Shu‐Li You、Tian‐Sheng Mei

  DOI：10.1002/anie.202005099

  日期：2020.8.24

  AbstractA novel strategy for asymmetric Shono‐type oxidative cross‐coupling has been developed by merging copper catalysis and electrochemistry, affording C1‐alkynylated tetrahydroisoquinolines with good to excellent enantioselectivity. The use of TEMPO as a co‐catalytic redox mediator is crucial not only for oxidizing a tetrahydroisoquinoline to an iminium ion species but also for decreasing the oxidation potential of the reaction. A novel bisoxazoline ligand is also reported.