5-(diphenylphosphino)-2-methoxybenzonitrile | 1380014-22-1

• 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: 5-(diphenylphosphino)-2-methoxybenzonitrile
• 英文别名: 5-Diphenylphosphanyl-2-methoxybenzonitrile；5-diphenylphosphanyl-2-methoxybenzonitrile
• CAS: 1380014-22-1
• 化学式: C₂₀H₁₆NOP
• 分子量: 317.327
• InChiKey: CFZOQJPIDNXOFX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  33
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  5-Diphenylphosphoryl-2-methoxybenzonitrile 在 甲基二乙氧基硅烷 、 双(对硝基苯基)磷酸酯 作用下， 以 甲苯 为溶剂， 以90%的产率得到5-(diphenylphosphino)-2-methoxybenzonitrile
  参考文献：
  名称：

  Highly Chemoselective Metal-Free Reduction of Phosphine Oxides to Phosphines

  摘要：

  Unprecedented chemoselective reductions of phosphine oxides to phosphines proceed smoothly in the presence of catalytic amounts of specific Bronsted acids. By utilizing inexpensive silanes, e.g., PMHS or (EtO)(2)MeSiH, other reducible functional groups such as ketones, aldehydes, olefins, nitriles, and esters are well-tolerated under optimized conditions.

  DOI：

  10.1021/ja3069165

文献信息

• General and Selective Copper-Catalyzed Reduction of Tertiary and Secondary Phosphine Oxides: Convenient Synthesis of Phosphines
  作者：Yuehui Li、Shoubhik Das、Shaolin Zhou、Kathrin Junge、Matthias Beller

  DOI：10.1021/ja301764m

  日期：2012.6.13

  Novel catalytic reductions of tertiary and secondary phosphine oxides to phosphines have been developed. Using tetramethyldisiloxane (TMDS) as a mild reducing agent in the presence of copper complexes, PO bonds are selectively reduced in the presence of other reducible functional groups (FGs) such as ketones, esters, and olefins. Based on this transformation, an efficient one pot reduction/phosphination

  已经开发了将叔和仲氧化膦新型催化还原为膦的方法。在铜配合物的存在下使用四甲基二硅氧烷 (TMDS) 作为温和的还原剂，PO 键在其他可还原的官能团 (FG) 的存在下被选择性还原，例如酮、酯和烯烃。基于这种转化，有效的一锅还原/膦化多米诺序列允许以良好的产率合成各种官能化的芳族和脂肪族膦。
• Highly Chemoselective Metal-Free Reduction of Phosphine Oxides to Phosphines
  作者：Yuehui Li、Liang-Qiu Lu、Shoubhik Das、Sabine Pisiewicz、Kathrin Junge、Matthias Beller

  DOI：10.1021/ja3069165

  日期：2012.11.7

  Unprecedented chemoselective reductions of phosphine oxides to phosphines proceed smoothly in the presence of catalytic amounts of specific Bronsted acids. By utilizing inexpensive silanes, e.g., PMHS or (EtO)(2)MeSiH, other reducible functional groups such as ketones, aldehydes, olefins, nitriles, and esters are well-tolerated under optimized conditions.