1,4-bis(di(thiophen-2-yl)methyl)benzene | 207608-21-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 1,4-bis(di(thiophen-2-yl)methyl)benzene
• 英文别名: 2-[[4-(Dithiophen-2-ylmethyl)phenyl]-thiophen-2-ylmethyl]thiophene；2-[[4-(dithiophen-2-ylmethyl)phenyl]-thiophen-2-ylmethyl]thiophene
• CAS: 207608-21-7
• 化学式: C₂₄H₁₈S₄
• 分子量: 434.671
• InChiKey: TUFVBYIEPVJLLV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.5
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  113
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  对苯二甲醛 在 Amberlyst 15 ion exchange resin 作用下， 生成 1,4-bis(di(thiophen-2-yl)methyl)benzene
  参考文献：
  名称：

  Unique versatility of Amberlyst 15. An acid and solvent-free paradigm towards synthesis of bis(heterocyclyl)methane derivatives

  摘要：

  Bis(heterocyclyl)methanes, key intermediates for a variety of chemical, biochemical and material science relevant targets, have been obtained in a synthetically useful manner using Amberlyst 15 ion-exchange resin. This method promises versatility, cost-effectiveness, and efficiency. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molcata.2011.07.007

文献信息

• Transition‐Metal‐Free Synthesis of Polyfunctional Triarylmethanes and 1,1‐Diarylalkanes by Sequential Cross‐Coupling of Benzal Diacetates with Organozinc Reagents
  作者：Baosheng Wei、Qianyi Ren、Thomas Bein、Paul Knochel

  DOI：10.1002/anie.202101682

  日期：2021.4.26

  A variety of functionalized triarylmethane and 1,1‐diarylalkane derivatives were prepared via a transition‐metal‐free, one‐pot and two‐step procedure, involving the reaction of various benzal diacetates with organozinc reagents. A sequential cross‐coupling is enabled by changing the solvent from THF to toluene, and a two‐step SN1‐type mechanism was proposed and evidenced by experimental studies. The

  通过无过渡金属的一锅两步程序制备了各种官能化三芳基甲烷和1,1-二芳基烷烃衍生物，其中包括各种二乙酸苯亚缩酯与有机锌试剂的反应。通过将溶剂从 THF 更改为甲苯，可以实现顺序交叉偶联，并提出了两步 S N 1 型机理，并通过实验研究证明了这一点。该方法的合成效用通过几种生物学相关分子的合成得到进一步证明，例如抗结核剂、抗乳腺癌剂、鞘氨醇-1-磷酸（S1P）受体调节剂的前体和FLAP抑制剂。
• Unique versatility of Amberlyst 15. An acid and solvent-free paradigm towards synthesis of bis(heterocyclyl)methane derivatives
  作者：Kamaljit Singh、Shivali Sharma、Amit Sharma

  DOI：10.1016/j.molcata.2011.07.007

  日期：2011.8

  Bis(heterocyclyl)methanes, key intermediates for a variety of chemical, biochemical and material science relevant targets, have been obtained in a synthetically useful manner using Amberlyst 15 ion-exchange resin. This method promises versatility, cost-effectiveness, and efficiency. (C) 2011 Elsevier B.V. All rights reserved.