2,2'-((4-nitrophenyl)methylene)dithiophene

• 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: 2,2'-((4-nitrophenyl)methylene)dithiophene
• 英文别名: (4-nitrophenyl)-bis-(2-thienyl)methane；bis(2-thienyl)(4-nitrophenyl)methane；(4-nitro-phenyl)-di-[2]thienyl-methane；(4-Nitro-phenyl)-di-[2]thienyl-methan；2-[(4-Nitrophenyl)-thiophen-2-ylmethyl]thiophene
• 化学式: C₁₅H₁₁NO₂S₂
• 分子量: 301.39
• InChiKey: ZDJLNRIOUBEILP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  102
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  噻吩 、 对硝基苯甲醛 在 silica-supported sodium hydrogen sulfate 作用下， 反应 2.0h， 以84%的产率得到2,2'-((4-nitrophenyl)methylene)dithiophene
  参考文献：
  名称：

  硅胶负载的硫酸氢钠催化芳基醛与芳烃的二芳基化反应，有效合成三芳基甲烷

  摘要：

  在无溶剂体系中，通过硅胶负载的硫酸氢钠催化芳基醛与芳烃的二芳基化，已开发出三芳基甲烷的有效合成方法。该新方法具有收率高，反应条件温和和环境友好的特点。

  DOI：

  10.1016/j.tetlet.2010.02.157

文献信息

• A new practical synthesis of triaryl and trisindolylmethanes under solvent-free reaction conditions
  作者：Margherita Barbero、Silvano Cadamuro、Stefano Dughera、Claudio Magistris、Paolo Venturello

  DOI：10.1039/c1ob06280h

  日期：——

  An efficient and practical synthesis of triaryl and trisindolylmethanes is reported via the bisarylation of aryl aldehydes with activated arenes. The new method features mild solvent-free reaction conditions, in most cases nearly stoichiometric reagent ratios, catalytic amount of the readily available, easily-handled, recoverable and reusable Brønsted acid catalyst o-benzenedisulfonimide.

  报道了一种通过芳香醛与活化芳烃的双芳基化反应，高效且实用的三芳基和三吲哚基甲烷合成方法。该新方法的特点在于温和的无溶剂反应条件，在大多数情况下几乎接近化学计量的试剂配比，以及催化量的易于获取、操作简便、可回收再利用的Brønsted酸催化剂邻苯二磺酰亚胺。
• Efficient synthesis of triarylmethanes via bisarylation of aryl aldehydes with arenes catalyzed by silica gel-supported sodium hydrogen sulfate
  作者：Yixin Leng、Fang Chen、Li Zuo、Wenhu Duan

  DOI：10.1016/j.tetlet.2010.02.157

  日期：2010.4

  An efficient synthesis of triarylmethanes has been developed via bisarylation of aryl aldehydes with arenes catalyzed by silica gel-supported sodium hydrogen sulfate in a solvent-free system. The new method features high yield, mild reaction conditions, and environmental friendliness.

  在无溶剂体系中，通过硅胶负载的硫酸氢钠催化芳基醛与芳烃的二芳基化，已开发出三芳基甲烷的有效合成方法。该新方法具有收率高，反应条件温和和环境友好的特点。
• Melamine Trisulfonic Acid: A New Efficient Catalyst for the Synthesis of Aryldithienylmethanes
  作者：Liqiang Wu、Yunhui Yan、Fulin Yan

  DOI：10.1080/10426507.2011.559496

  日期：2012.2.1

  Abstract An efficient method has been developed for the synthesis of dithienylmethanes via bisarylation of aldehydes with thiophene in the presence of melamine trisulfonic acid as a catalyst under solvent-free conditions. GRAPHICAL ABSTRACT

  摘要 开发了一种在无溶剂条件下，在三聚氰胺三磺酸作为催化剂的情况下，通过醛与噻吩的双芳基化合成二噻吩基甲烷的有效方法。图形概要
• 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.
• Dual-Reagent Catalysis within Ir−Sn Domain:  Highly Selective Alkylation of Arenes and Heteroarenes with Aromatic Aldehydes
  作者：Susmita Podder、Joyanta Choudhury、Ujjal Kanti Roy、Sujit Roy

  DOI：10.1021/jo062633n

  日期：2007.4.1

  Reactions of arenes and heteroarenes with aromatic aldehydes proceeded smoothly in the presence of a catalytic combination of [Ir(COD)Cl](2)-SnCl4 to afford the corresponding triarylmethane derivatives (TRAMs) in high yields. This 100% TRAM selective transformation is clean and eliminates the use of acid systems.