3-chloro-N-(2-chloro-3,5,6-trideuterio-4-nitrophenyl)-2-deuterio-6-hydroxybenzamide | 1266618-66-9

• 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: 3-chloro-N-(2-chloro-3,5,6-trideuterio-4-nitrophenyl)-2-deuterio-6-hydroxybenzamide
• CAS: 1266618-66-9
• 化学式: C₁₃H₈Cl₂N₂O₄
• 分子量: 331.092
• InChiKey: RJMUSRYZPJIFPJ-KDWOUJHVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  95.2
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  氯硝柳胺 在 [(COD)Ir(tribenzylphosphine₎(1,3-bis(2,4,6-trimethylphenyl)imidazolin-2-ylidene)]PF₆ 、 氘 作用下， 以 2-甲基四氢呋喃 为溶剂， 反应 1.0h， 生成 3-chloro-N-(2-chloro-3,5,6-trideuterio-4-nitrophenyl)-2-deuterio-6-hydroxybenzamide
  参考文献：
  名称：

  Practically convenient and industrially-aligned methods for iridium-catalysed hydrogen isotope exchange processes

  摘要：

  在使用磷胺/NHC Ir(i)配合物进行铱催化的氢同位素交换反应中，使用替代溶剂已确定比常用的氯代溶剂二氯甲烷更广泛适用的反应介质。

  DOI：

  10.1039/c4ob00465e

文献信息

• Anion effects to deliver enhanced iridium catalysts for hydrogen isotope exchange processes
  作者：Alan R. Kennedy、William J. Kerr、Rory Moir、Marc Reid

  DOI：10.1039/c4ob01570c

  日期：——

  Synthesis of a series of iridium(I) complexes of the type [(COD)Ir(IMes)(PPh3)]X (X = BF4, OTf, and BArF) has been established. Application of these species in mild hydrogen isotope exchange processes revealed more efficient catalysis and, further, a wider solvent scope when employing larger, more weakly coordinating counterions.

  已经建立了一系列[（COD）Ir（IMes）（PPh 3）] X（X = BF 4，OTf和BArF）类型的铱（I）配合物的合成。这些物质在温和的氢同位素交换过程中的应用显示出更有效的催化作用，并且在使用更大，更弱配位的抗衡离子时，溶剂范围更广。
• The Synthesis of Highly Active Iridium(I) Complexes and their Application in Catalytic Hydrogen Isotope Exchange
  作者：Jack A. Brown、Alison R. Cochrane、Stephanie Irvine、William J. Kerr、Bhaskar Mondal、John A. Parkinson、Laura C. Paterson、Marc Reid、Tell Tuttle、Shalini Andersson、Göran N. Nilsson

  DOI：10.1002/adsc.201400730

  日期：2014.11.24

  AbstractA series of robust iridium(I) complexes bearing a sterically encumbered N‐heterocyclic carbene ligand, alongside a phosphine ligand, has been synthesised and investigated in hydrogen isotope exchange processes. These complexes have allowed isotope incorporation over a range of substrates with the use of practically convenient deuterium and tritium gas. Moreover, these active catalysts are capable of isotope incorporation to particularly high levels, whilst employing low catalyst loadings and in short reaction times. In addition to this, these new catalyst species have shown flexible levels of chemoselectivity, which can be altered by simple manipulation of preparative approaches. Furthermore, a number of industrially‐relevant drug molecules has also been labelled, including the sulfonamide containing drug, Celecoxib. Alongside detailed NMR experiments, initial mechanistic investigations have also been performed, providing insight into both substrate binding energies, and, more importantly, relative energies of key steps in the mechanistic cycle as part of the overall exchange process.magnified image
• Practically convenient and industrially-aligned methods for iridium-catalysed hydrogen isotope exchange processes
  作者：A. R. Cochrane、C. Idziak、W. J. Kerr、B. Mondal、L. C. Paterson、T. Tuttle、S. Andersson、G. N. Nilsson

  DOI：10.1039/c4ob00465e

  日期：——

  The use of alternative solvents in the iridium-catalysed hydrogen isotope exchange reaction with developing phosphine/NHC Ir(i) complexes has identified reaction media which are more widely applicable than the commonly employed chlorinated solvent, dichloromethane.

  在使用磷胺/NHC Ir(i)配合物进行铱催化的氢同位素交换反应中，使用替代溶剂已确定比常用的氯代溶剂二氯甲烷更广泛适用的反应介质。