bis(dimethoxy-3,4 phenyl)phenylmethane | 86467-27-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: bis(dimethoxy-3,4 phenyl)phenylmethane
• 英文别名: diveratrylphenylmethane；4-((3,4-dimethoxyphenyl)(phenyl)methyl)-1,2-dimethoxybenzene；bis(3,4-dimethoxyphenyl)phenylmethane；1,2-dimethoxy-4-[(3,4-dimethoxyphenyl)-(phenyl)methyl]benzene；4,4′-(phenylmethylene)bis(1,2-dimethoxybenzene)；4,4'-(phenylmethylene)bis(1,2-dimethoxybenzene)；Bis-(3,4-dimethoxy-phenyl)-phenyl-methan；4-[(3,4-dimethoxyphenyl)-phenylmethyl]-1,2-dimethoxybenzene
• CAS: 86467-27-8
• 化学式: C₂₃H₂₄O₄
• 分子量: 364.441
• InChiKey: WKIARBUKARNPLM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  27
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  bis(dimethoxy-3,4 phenyl)phenylmethane 在 盐酸 、 tin 、 硝酸 作用下， 以 乙醇 为溶剂， 反应 24.0h， 生成 2,3,6,7-Tetramethoxy-9-phenylacridine
  参考文献：
  名称：

  Brønsted- and Lewis acid-catalyzed cyclization giving rise to substituted anthracenes and acridines

  摘要：

  A versatile acid-catalyzed method for the preparation of symmetrically and unsymmetrically Substituted 9,10-diphenyl-anthracenes is explored. Diveratrylmethanes are prepared and converted into 10-plenylanthracene-9-carbaldehydes by Lewis acid catalysis and into 9-phenylacridines by reduction. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)01462-4
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 氢氧化钾 作用下， 生成 bis(dimethoxy-3,4 phenyl)phenylmethane
  参考文献：
  名称：

  Orekhoff; Roger, Bulletin de la Societe Chimique de France, 1931, vol. <4> 49, p. 1754

  摘要：

  DOI：

文献信息

• Catalytic selective bis-arylation of imines with anisole, phenol, thioanisole and analogues
  作者：Cong-Rong Liu、Man-Bo Li、Cui-Feng Yang、Shi-Kai Tian

  DOI：10.1039/b800066b

  日期：——

  The first highly efficient double Friedel–Crafts reaction of N-tosyl imines with anisole, phenol, thioanisole and analogues has been developed to produce the corresponding symmetric diarylmethanes and triarylmethanes with high regioselectivity in the presence of a catalytic amount of Bi2(SO4)3–TMSCl at room temperature.

  首次开发了一种高效的N-甲苯磺酰亚胺与茴香醚、苯酚、硫代茴香醚及其类似物的双弗里德尔-克拉夫茨反应，在室温下，使用催化量的Bi2(SO4)3-TMSCl，以高区域选择性制备相应的对称二芳基甲烷和三芳基甲烷。
• Facile and green synthesis of triarylmethanes using silica sulfuric acid as a reusable catalyst under solvent-free conditions
  作者：I. Mohammadpoor-Baltork、M. Moghadam、S. Tangestaninejad、V. Mirkhani、K. Mohammadiannejad-Abbasabadi、M.A. Zolfigol

  DOI：10.1016/j.crci.2011.02.009

  日期：2011.10

  Abstract A facile and environmentally-benign protocol has been developed for the synthesis of triarylmethanes (TAMs) from the reaction of different arenes and aldehydes in the presence of silica sulfuric acid (SSA) as a heterogeneous and reusable catalyst under solvent-free conditions. Easy work-up, short reaction times, high yields, high selectivity, mild and green conditions are other salient features

  摘要 已开发出一种简便且环境友好的方案，用于在无溶剂条件下，在硫酸二氧化硅 (SSA) 作为多相和可重复使用的催化剂存在下，通过不同芳烃和醛的反应合成三芳基甲烷 (TAM)。该方法的其他显着特点是后处理简单、反应时间短、收率高、选择性高、条件温和且绿色环保。
• Ultrasound-Assisted eco-friendly synthesis of triarylmethanes catalyzed by silica sulfuric acid
  作者：I. Mohammadpoor-Baltork、M. Moghadam、S. Tangestaninejad、V. Mirkhani、K. Mohammadiannejad-Abbasabadi、M. A. Zolfigol

  DOI：10.1007/bf03245914

  日期：2011.9

  An efficient and eco-friendly synthesis of triarylmethanes by the reaction of arenes with aldehydes in the presence of silica sulfuric acid as a heterogeneous and reusable catalyst under ultrasonic irradiation is reported. The advantages of this protocol are the use of green solvents, inexpensive catalyst, commercially available precursors, reusability of SSA, simple work-up, high yields and short

  据报道，在超声辐射下，在二氧化硅硫酸作为多相可重复使用的催化剂存在下，通过芳烃与醛的反应，可以高效，环保地合成三芳基甲烷。该方案的优点是使用绿色溶剂，廉价的催化剂，可商购的前体，SSA的可重复使用性，后处理简单，产率高和反应时间短。
• A rapid, highly efficient, and general protocol for the synthesis of functionalized triarylmethanes: a straightforward access for the synthesis of (−)-tatarinoid C
  作者：B. Madhu Babu、Pramod B. Thakur、N. Nageswara Rao、G. Santosh Kumar、H.M. Meshram

  DOI：10.1016/j.tetlet.2014.01.107

  日期：2014.3

  functionalized triarylmethane is described by the Friedel–Crafts alkylation of methoxybenzenes with a variety of aldehydes in the presence of BF3·OEt2. The generality of the method is demonstrated by screening a variety of di- or tri-substituted arenes as well as substituted aromatic, heteroaromatic, and aliphatic aldehydes. (−)-Tatarinoid C is synthesized in a single step following the same protocol.

  在BF 3 ·OEt 2的存在下，甲氧基苯与多种醛的弗瑞德-克来福特烷基化反应，描述了一种快速，有效，方便的官能化三芳基甲烷的合成方法。该方法的普遍性通过筛选各种二取代或三取代的芳烃以及取代的芳族，杂芳族和脂族醛来证明。按照相同的协议，一步合成（-）-他汀类化合物C。
• H3PW12O40-Catalysed Alkylation of Arenes and Diveratrylmethanes: Convenient Routes to Triarylmethanes and to Symmetrical and Unsymmetrical 9,10-Diaryl-2,3,6,7-tetramethoxyanthracenes
  作者：Iraj Mohammadpoor-Baltork、Majid Moghadam、Shahram Tangestaninejad、Valiollah Mirkhani、Kazem Mohammadiannejad-Abbasabadi、Hamid R. Khavasi

  DOI：10.1002/ejoc.201001267

  日期：2011.3

  preparation of symmetrical 9,10-diaryl-2,3,6,7-tetramethoxyanthracenes. The conversion of aldehydes into their corresponding acylals in the presence of H 3 PW 12 O 40 and the one-pot reactions of diveratrylmethanes with these acylals were also used for the synthesis of symmetrical and unsymmetrical 9,10-diaryl-2,3,6,7-tetramethoxyanthracenes.

  已经开发了一种在热和微波辐射条件下，在 H 3 PW 12 O 40 作为可重复使用的催化剂存在下，通过醛和芳烃之间的无溶剂反应合成三芳基甲烷和二呋喃基芳基甲烷的有效方法。H 3 PW 12 O 40 催化的藜芦醇和醛之间的一锅连续傅-克反应也被用作制备对称 9,10-二芳基-2,3,6,7-四甲氧基蒽的便捷方案。在 H 3 PW 12 O 40 存在下醛类转化为相应的酰基醛以及二重芳基甲烷与这些酰基的一锅反应也用于合成对称和不对称的 9,10-二芳基-2,3,6 ,7-四甲氧基蒽。