5,5'-((3-chlorophenyl)methylene)bis(2-methylfuran) | 1236811-31-6

• 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: 5,5'-((3-chlorophenyl)methylene)bis(2-methylfuran)
• 英文别名: 5,5'-bis-(2-methylfuryl)-(3-chlorophenyl)methane；2-[(3-chlorophenyl)(5-methylfuran-2-yl)methyl]-5-methylfuran；2,2'-[(3-Chlorophenyl)methylene]bis(5-methylfuran)；2-[(3-chlorophenyl)-(5-methylfuran-2-yl)methyl]-5-methylfuran
• CAS: 1236811-31-6
• 化学式: C₁₇H₁₅ClO₂
• 分子量: 286.758
• InChiKey: VPFDTLDVYKNDFW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-甲基呋喃 、 在 sulfonic acid functionalized tetraphenylethylene-based hypercrosslinked polymer 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 1.0h， 生成 5,5'-((3-chlorophenyl)methylene)bis(2-methylfuran)
  参考文献：
  名称：

  Sulfonated Tetraphenylethylene-Based Hypercrosslinked Polymer as a Heterogeneous Catalyst for the Synthesis of Symmetrical Triarylmethanes via a Dual C–C Bond-Cleaving Path

  摘要：

  标题：摘要 一种含磺酸基团的四苯基乙烯基高交联聚合物（THP-SO3H）具有良好发达的多孔网络和可访问的磺酸基团，通过不同的分析技术合成并表征。合成材料THP-SO3H的催化能力在一种具有挑战性的双C-C键断裂反应中得到研究，用于合成高收率的对称三芳基甲烷（TRAMs）。还探索了开发的无金属方法在各种底物上的适用范围。这种有机催化剂可以通过过滤轻松回收并在五个连续循环中重复使用，而其催化效能几乎没有明显损失。

  DOI：

  10.1055/a-1277-3995

文献信息

• Cu(OTf)2 Catalyzed Synthesis of Bis(5-methyl-2-furyl)methanes by Condensation of 2-Methylfuran with Carbonyl Compounds under Solvent Free Conditions
  作者：Manoj Kumar Muthyala、V. Kameswara Rao、Anil Kumar

  DOI：10.1002/cjoc.201180269

  日期：2011.7

  bis(5‐methyl‐2‐furyl)methanes has been achieved via the reaction of 2‐methylfuran with a series of aliphatic and aromatic aldehydes and aliphatic ketones in presence of copper(II) triflate under solvent free conditions. The bis(5‐methyl‐2‐furyl)methanes were obtained in 34% –72% yields and the catalyst was recycled up to four successive cycles without much loss in catalytic activity.

  在铜（II）存在下，2-甲基呋喃与一系列脂族和芳族醛以及脂族酮的反应，实现了双（5-甲基-2-呋喃基）甲烷的高效简便的单锅三组分合成）在无溶剂的条件下使用三氟甲磺酸。获得双（5-甲基-2-呋喃基）甲烷，产率为34％–72％，催化剂可循环使用多达四个连续周期，而催化活性却没有太大损失。
• Friedel−Crafts Arylation Reactions of <i>N</i>-Sulfonyl Aldimines or Sulfonamidesulfones with Electron-Rich Arenes Catalyzed by FeCl₃·6H₂O: Synthesis of Triarylmethanes and Bis-heteroarylarylmethanes
  作者：Ponnaboina Thirupathi、Sung Soo Kim

  DOI：10.1021/jo1010137

  日期：2010.8.6

  The FeCl3 center dot 6H(2)O-catalyzed Friedel-Crafts arylation reactions of N-sulfonyl aldimines or sulfonamidesulfones with electron-rich arenes and heteroarenes, which lead to the formation of triarylmethanes and bis-heteroarylarylmethanes, are developed. The use of mild reaction conditions, low catalytic loading, high yield, and single step synthesis are the advantages of the present procedure.
• Sulfonated Tetraphenylethylene-Based Hypercrosslinked Polymer as a Heterogeneous Catalyst for the Synthesis of Symmetrical Triarylmethanes via a Dual C–C Bond-Cleaving Path
  作者：Gitumoni Kalita、Namrata Deka、Dipankar Paul、Gitish K. Dutta、Paresh Nath Chatterjee、Loknath Thapa

  DOI：10.1055/a-1277-3995

  日期：2021.2

  A sulfonic acid functionalized tetraphenylethylene-based hypercrosslinked polymer (THP-SO3H) with a well-developed porous network and accessible sulfonic acid sites was synthesized and characterized by different analytical techniques. The catalytic prowess of the synthesized material THP-SO3H was investigated in a challenging dual C–C bond-breaking reaction for the synthesis of symmetrical triarylmethanes (TRAMs) in high yield. The scope of the developed metal-free method was also explored with a wide variety of substrates. The organocatalyst can be easily recovered by filtration and reused up to five consecutive cycles without substantial loss in its catalytic efficacy.

  标题：摘要 一种含磺酸基团的四苯基乙烯基高交联聚合物（THP-SO3H）具有良好发达的多孔网络和可访问的磺酸基团，通过不同的分析技术合成并表征。合成材料THP-SO3H的催化能力在一种具有挑战性的双C-C键断裂反应中得到研究，用于合成高收率的对称三芳基甲烷（TRAMs）。还探索了开发的无金属方法在各种底物上的适用范围。这种有机催化剂可以通过过滤轻松回收并在五个连续循环中重复使用，而其催化效能几乎没有明显损失。