N-[1-(4-bromophenyl)ethyl]-4-methylaniline | 1021086-20-3

• 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: N-[1-(4-bromophenyl)ethyl]-4-methylaniline
• CAS: 1021086-20-3
• 化学式: C₁₅H₁₆BrN
• 分子量: 290.203
• InChiKey: NHXGMHFIUVOOTK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1-(4-bromophenyl)-N-(p-tolyl)ethan-1-imine 在 [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂ 作用下， 以 乙醇 为溶剂， 反应 4.0h， 以97%的产率得到N-[1-(4-bromophenyl)ethyl]-4-methylaniline
  参考文献：
  名称：

  聚甲基羟基硅氧烷和[RuCl2（arene）] 2催化剂通过亚胺的轻度催化氢化硅烷化合成胺

  摘要：

  耐硅胶！稳定的[RuCl 2（p- cymene）2络合物是一种有效的催化剂，可使用聚甲基羟基硅氧烷作为廉价，稳定且安全的氢化硅烷源，将官能化的亚胺和酮亚胺直接化学选择性氢化硅烷化为胺。在室温下，并能耐受酮酯和烯烃的官能团。

  DOI：

  10.1002/cssc.201100585

文献信息

• Iron-Catalyzed Reductive Coupling of Nitroarenes with Olefins: Intermediate of Iron–Nitroso Complex
  作者：Heng Song、Zhuoyi Yang、Chen-Ho Tung、Wenguang Wang

  DOI：10.1021/acscatal.9b03604

  日期：2020.1.3

  Using a single half-sandwich iron(II) compound, Cp*Fe(1,2-Ph2PC6H4S)(NCMe) (Cp*– = C5Me5–, 1) as a catalyst, reductive coupling of nitroarenes with olefins has been achieved by a well-defined iron(II)/(EtO)3SiH system. Through either inter- or intramolecular reductive coupling, various branched amines and indole derivatives have been directly synthesized in one-pot. Mechanistic studies showed that

  使用单一的半夹心铁（II）化合物作为催化剂，将Cp * Fe（1,2-Ph 2 PC 6 H 4 S）（NCMe）（Cp * – = C 5 Me 5 –，1）作为催化剂，进行还原偶联明确定义的铁（II）/（EtO）3 SiH体系可实现硝基芳烃与烯烃的合成。通过分子间或分子内的还原偶联，已经在一锅中直接合成了各种支链胺和吲哚衍生物。机理研究表明，催化作用是由铁（II）催化剂与硅烷活化硝基芳烃而引发的，从而生成用于C-N键偶联的铁-亚硝基芳烃中间体。
• NHC-carbene cyclopentadienyl iron based catalyst for a general and efficient hydrosilylation of imines
  作者：Luis C. Misal Castro、Jean-Baptiste Sortais、Christophe Darcel

  DOI：10.1039/c1cc14403k

  日期：——

  A general and efficient hydrosilylation of imines catalysed by a well defined NHC-carbene cyclopentadienyl iron complex has been developed. Both aldimines and ketimines are converted to the corresponding amines under mild conditions, and under visible light activation.

  已经开发出一种通用且高效的由明确的NHC-卡宾环戊二烯基铁络合物催化的亚胺的水硅化反应。醛亚胺和酮亚胺在温和条件下以及可见光激活下转化为相应的胺。
• A Highly Efficient Base-Metal Catalyst: Chemoselective Reduction of Imines to Amines Using An Abnormal-NHC–Fe(0) Complex
  作者：Mrinal Bhunia、Pradip Kumar Hota、Gonela Vijaykumar、Debashis Adhikari、Swadhin K. Mandal

  DOI：10.1021/acs.organomet.6b00478

  日期：2016.9.12

  A base-metal, Fe(0)-catalyzed hydrosilylation of imines to obtain amines is reported here which outperforms its noble-metal congeners with the highest TON of 17000. The catalyst, (aNHC)Fe(CO)(4), works under very mild conditions, with extremely low catalyst loading (down to 0.005 mol %), and exhibits excellent chemoselectivity. The facile nature of the imine reduction under mild conditions has been further demonstrated by reducing imines towards expensive commercial amines and biologically important N-alkylated sugars, which are difficult to achieve otherwise. A mechanistic pathway and the source of chemoselectivity for imine hydrosilylation have been proposed on the basis of the well-defined catalyst and isolable intermediates along the catalytic cycle.