6-diphenylphosphanyl-N-(2-morpholin-4-ylethyl)pyrazine-2-carboxamide | 1426136-75-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 6-diphenylphosphanyl-N-(2-morpholin-4-ylethyl)pyrazine-2-carboxamide
• CAS: 1426136-75-5
• 化学式: C₂₃H₂₅N₄O₂P
• 分子量: 420.451
• InChiKey: ZQZMGLFXPWAKEF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  30
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  67.4
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  di-μ-chlorobis(norbornadiene)dirhodium(I) 、 6-diphenylphosphanyl-N-(2-morpholin-4-ylethyl)pyrazine-2-carboxamide 以 水 、 异丙醇 为溶剂， 生成
  参考文献：
  名称：

  Highly active and robust rhodium(I) catalyst for the polymerization of arylacetylenes in polar and aqueous medium under air atmosphere

  摘要：

  A catalytic system consisting of Rh(2)nbd(2)Cl(2) (nbd = norbornadiene) and a hydrophilic, neutral phosphinopyrazine ligand showed a great catalytic activity for the polymerization of phenylacetylene (PA) as well as other terminal arylacetylenes in alcohol and water under air atmosphere at room temperature. The catalyst proved to be highly stable and robust without loss of the catalytic activity in recycle runs. The influence of an external base, the effect of solvent and monomer/catalyst molar ratio has been studied. In general, the addition of a base resulted in an increase of the molecular weight of the polymer. However, weakly coordinating bases such as Et3N gave a unimodal molecular weight distribution, whilst strongly coordinating hydroxide/alkoxide gave bimodal polymers. Highly crystalline red-brown samples of PPA obtained in water with the above catalyst revealed a high molecular weight (58,500 Da) with a bimodal molecular weight distribution. The polymers were characterized by H-1 NMR spectroscopy as highly stereoregular cis-transoidal with >99% of cis-content. (c) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.polymer.2013.04.028
• 作为产物：
  描述：

  6-氯吡嗪-2-羧酸 在 oxalyl chloride 、 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 三乙胺 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 22.0h， 生成 6-diphenylphosphanyl-N-(2-morpholin-4-ylethyl)pyrazine-2-carboxamide
  参考文献：
  名称：

  Hydrophilic pyrazine-based phosphane ligands: synthesis and application in asymmetric hydride transfer and H2-hydrogenation of acetophenone

  摘要：

  Pyrazine-based hydrophilic phosphanes are useful ligands for the ruthenium- and rhodium-catalyzed hydrogenations of acetophenone under hydride transfer and dihydrogen conditions. The effect of alcohol additives on the catalytic, enantioselective aqueous hydrogenation of acetophenone is examined with the newly developed (R,R)-DAMPYPHOS as the ligand and Rh-2(norbornadiene)(2)Cl-2 as the catalyst precursor, giving rise to higher conversions (up to quantitative) and improved enantiomeric excesses (up to 95%) of the formed 1-phenylethanol. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.01.108