2-[bis-(4-chlorophenyl)methyl]-1-phenylbutane-1,3-dione | 445395-20-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 2-[bis-(4-chlorophenyl)methyl]-1-phenylbutane-1,3-dione
• 英文别名: 2-(bis(4-chlorophenyl)methyl)-1-phenylbutane-1,3-dione
• CAS: 445395-20-0
• 化学式: C₂₃H₁₈Cl₂O₂
• 分子量: 397.301
• InChiKey: BKVWJHJQROCDAZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.21
• 重原子数：
  27.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  34.14
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  4,4'-二氯二苯甲醇 、 1-苯基-1,3-丁二酮 在 ferric sulfate heptahydrate 、 silica gel 作用下， 以 neat (no solvent) 为溶剂， 反应 0.5h， 以97%的产率得到2-[bis-(4-chlorophenyl)methyl]-1-phenylbutane-1,3-dione
  参考文献：
  名称：

  Fe₂(SO₄)₃·xH₂O on silica: an efficient and low-cost catalyst for the direct nucleophilic substitution of alcohols in solvent-free conditions

  摘要：

  研究发现，二氧化硅上的 Fe2(SO4)3-xH2O 是一种新型高效催化剂，可在无溶剂条件下直接进行醇的亲核取代反应。在该反应体系中，醇类可与各种亲核试剂发生反应，方便地构建 C-C 键和 C-N 键，具有转化率高、无需使用过量的亲核剂、只需催化量的铁催化剂、反应条件无溶剂且无害、催化剂可重复使用等优点。

  DOI：

  10.1039/c3ra45772a

文献信息

• Direct nucleophilic substitution reaction of alcohols mediated by a zinc-based ionic liquid
  作者：Anlian Zhu、Lingjun Li、Jianji Wang、Kelei Zhuo

  DOI：10.1039/c0gc00763c

  日期：——

  A zinc-based ionic liquid ([CHCl][ZnCl2]2) was found to be an excellent reaction medium for the direct nucleophilic substitution reactions of alcohols. The high conversion, high selectivity, easy separation procedure, catalyst reusability and no necessity of excessive nucleophiles make the chemical process cleaner. This reaction was believed to work through the carbocation mechanism and the existence

  一个 锌基离子液体（[CHCl] [ZnCl 2 ] 2）被发现是直接亲核试剂的优良反应介质 取代反应 的 酒类。高转化率，高选择性，分离步骤简单，催化剂可重复使用性以及不需要过多的亲核试剂使化学过程更清洁。认为该反应通过碳正离子机理起作用，并且通过检测到碳正离子的存在。紫外可见光谱。有人建议羟 团体 在 胆碱 阳离子是形成特殊微结构的主要诱因，可以为反应系统中的碳阳离子提供足够的稳定性，并增加反应性和选择性。
• Synthesis and structure of an air-stable bis(isopropylcyclopentadienyl) zirconium perfluorooctanesulfonate and its catalyzed benzylation of 1,3-dicarbonyl derivatives with alcohols
  作者：Xiaohong Zhang、Renhua Qiu、Congcong Zhou、Jingxing Yu、Ningbo Li、Shuangfeng Yin、Xinhua Xu

  DOI：10.1016/j.tet.2014.12.101

  日期：2015.2

  An air-stable uninuclear complex of bis(isopropylcyclopentadienyl) zirconium perfluorooctane sulfonate (1a center dot H2O center dot 3THF) was successfully synthesized by the reaction of (i-PrCp)(2)ZrCl2 with C17SO3Ag. The compound 1a center dot H2O center dot 3THF was characterized by different techniques (such as X-ray single crystal diffraction, TG-DSC, conductivity measurement and acid strength) and found to have the similar nature of water tolerance, air-stability, thermally-stability and strong Lewis-acidity with that of our previously reported binuclear and uninuclear zirconocenes perfluorooctanesulfonate. This novel complex was confirmed to be an effective catalyst with good recyclability and reusability for the direct benzylation of 1,3-dicarbonyl derivatives using alcohols as alkylating agents. Various 1,3-dicarbonyl and alcohols derivatives can participate in the reaction, affording the corresponding monobenzylated products in competitive yields as compared to its counterparts, such as Cp2Zr(OSO17)(2)center dot 3H(2)O center dot THF and the traditional Lewis-acid catalysts. (C) 2015 Elsevier Ltd. All rights reserved.