3,3'-bis(indolyl)-4-methylphenylmethane | 1312311-83-3

• 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: 3,3'-bis(indolyl)-4-methylphenylmethane
• 英文别名: 2-((1H-indol-2-yl)(p-tolyl)methyl)-1H-indole；Bis(indolyl)-4-methylphenylmethane；2-[1H-indol-2-yl-(4-methylphenyl)methyl]-1H-indole
• CAS: 1312311-83-3
• 化学式: C₂₄H₂₀N₂
• 分子量: 336.436
• InChiKey: HEUWNOXSILIOTO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  31.6
• 氢给体数：
  2
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  吲哚 、 对甲基苯甲醛 在 四丁基溴化铵 作用下， 以 水 为溶剂， 反应 0.2h， 以95%的产率得到3,3'-bis(indolyl)-4-methylphenylmethane
  参考文献：
  名称：

  二氧化硅苯基磺酸作为固体酸多相催化剂的合成和应用，可用于水中2-芳基-1-芳基甲基-1H-1,3-苯并咪唑和双（吲哚基）甲烷的一锅法合成

  摘要：

  制备了二氧化硅苯基磺酸（SPSA）并将其有效地用于在四丁基溴化铵与水存在下，由邻苯二胺和醛在水中一锅法合成2-芳基-1-芳基甲基-1H-1,3-苯并咪唑好到高产。而且，SPSA还用作在水中合成双（吲哚基）甲烷的催化剂。J.杂环化​​学。（2011）。

  DOI：

  10.1002/jhet.765

文献信息

• Ultrasound assisted green synthesis of bis(indol-3-yl)methanes catalyzed by 1-hexenesulphonic acid sodium salt
  作者：Ratnadeep S. Joshi、Priyanka G. Mandhane、Santosh D. Diwakar、Charansingh H. Gill

  DOI：10.1016/j.ultsonch.2009.08.015

  日期：2010.2

  1-Hexenesulphonic acid sodium salt as catalyst for green synthesis of bis(indol-3-yl)methanes was described. The reaction of indole with various aldehydes in water using ultrasound irradiation at ambient temperature for appropriate time using 1-hexenesulphonic acid sodium salt furnish the desired product in good to excellent yield. Utilization of aqueous medium, simple reaction conditions, isolation

  描述了1-己磺酸磺酸钠作为绿色合成双（吲哚-3-基）甲烷的催化剂。使用1-己磺酸钠盐在环境温度下使用超声辐射在适当的时间进行吲哚与各种醛的反应，可提供良好至优异收率的所需产物。从经济和环境的角度来看，利用水性介质，简单的反应条件，分离和纯化使这种操作非常有趣。
• Design, synthesis, characterization, and catalytic properties of g-C3N4-SO3H as an efficient nanosheet ionic liquid for one-pot synthesis of pyrazolo[3,4-b]pyridines and bis(indolyl)methanes
  作者：Hojat Veisi、Pourya Mohammadi、Turan Ozturk

  DOI：10.1016/j.molliq.2020.112625

  日期：2020.4

  and its structure was characterized using FTIR, TEM, XRD, CHNS elemental analysis and FESEM-EDX mapping. Catalytic activity of the liquid was studied for the syntheses of pyrazolo[3,4-b]pyridine and bis(indolyl)methane derivatives under moderate conditions. The catalyst was demonstrated to be reused at least 5 runs without considerable decrease in its activity. Some of the important advantages of the

  制备了一种新型的磺酸官能化离子液体C 3 N 4（C 3 N 4 -SO 3 H（IL）），并通过FTIR，TEM，XRD，CHNS元素分析和FESEM-EDX映射对其结构进行了表征。研究了液体在中等条件下对吡唑并[3,4- b ]吡啶和双（吲哚基）甲烷衍生物的催化活性。催化剂被证明可以重复使用至少5次，而活性没有明显下降。事实证明，该方法的一些重要优点是产率高，后处理容易，反应时间短和底物范围广。
• Facile Synthesis of Bis(indolyl)methanes Using LaCl₃· 7H₂O as a Mild and Efficient Catalyst in Molten Salt Media
  作者：Neda Seyedi、Kazem Saidi、Hojatollah Khabazzadeh

  DOI：10.1080/00397910802604224

  日期：2009.4.22

  Abstract Efficient electrophilic substitution reaction of indole with various carbonyl compounds were carried out using a catalytic amount of LaCl3 · 7H2O in molten tetraethylammonium chloride as an ionic liquid to afford the corresponding bis(indolyl)methanes in excellent yields.

  摘要 使用催化量的 LaCl3·7H2O 在熔融四乙基氯化铵作为离子液体中进行吲哚与各种羰基化合物的高效亲电取代反应，以优异的产率得到相应的双（吲哚基）甲烷。
• La₂O₃/Reduced Graphene Oxide Nanocomposite: A Highly Efficient, Reusable Heterogeneous Catalyst for the Synthesis of Biologically Important Bis(indolyl)methanes Under Solvent Free Conditions
  作者：Navin Kumar Mogha、Sugat Kirti、Dhanraj T Masram

  DOI：10.1166/jnn.2017.13441

  日期：2017.4.1

  Synthesis and characterization of Lanthanum Oxide-reduced graphene oxide (La₂O₃/RGO) nanocomposite and its application as heterogeneous, reusable catalyst has been reported in this article. Biologically important molecules bis(indolyl)methanes are synthesized in mild reaction condition with excellent yield under solvent free condition. Catalyst was reused for four times without any significant changes

  本文报道了氧化镧还原的氧化石墨烯（La 2 O 3 / RGO）纳米复合材料的合成，表征及其在多相，可重复使用的催化剂中的应用。具有生物重要性的分子双（吲哚基）甲烷是在温和的反应条件下合成的，在无溶剂条件下产率很高。催化剂重复使用了四次，但收率没有明显变化。可重复使用性，绿色合成和对环境无害的性质使La 2 O 3 / RGO成为合成生物学上重要的双（吲哚基）甲烷的最佳催化剂之一。
• Zirconium(IV)-modified silica@magnetic nanocomposites: Fabrication, characterization and application as efficient, selective and reusable nanocatalysts for Friedel–Crafts, Knoevenagel and Pechmann condensation reactions
  作者：R.K. Sharma、Yukti Monga、Aditi Puri

  DOI：10.1016/j.catcom.2013.02.016

  日期：2013.5

  A highly efficient and magnetically retrievable zirconium(IV) based nanocatalyst has been synthesized by covalent grafting of 3-hydroxy-2-methyl-1,4-naphthoquinone onto amine functionalized silica coated magnetic nanoparticles followed by complexation with ZrOCl2. The structural and magnetic properties of obtained nanocatalyst are identified by TEM, SEM, XRD, EDS, VSM and FT-IR analyses. The potential of resultant organic-inorganic hybrid nanocatalyst was effectively evaluated for the range of organic transformations such as Friedel-Crafts, Knoevenagel and Pechmann condensation reactions. The magnetically recoverable nano-hybrid catalyst presented high TON and chemoselectivity with the ease of reusability for multiple cycles without any appreciable loss in its catalytic activity. (C) 2013 Elsevier B.V. All rights reserved.