2-diphenylphosphinyl-3'-chlorobiphenyl | 402822-65-5

• 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: 2-diphenylphosphinyl-3'-chlorobiphenyl
• 英文别名: 1-(3-Chlorophenyl)-2-diphenylphosphorylbenzene
• CAS: 402822-65-5
• 化学式: C₂₄H₁₈ClOP
• 分子量: 388.833
• InChiKey: ZDHNHEPZXALZFW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-diphenylphosphinyl-3'-chlorobiphenyl 在 三氯硅烷 、 三乙胺 作用下， 以 甲苯 为溶剂， 生成
  参考文献：
  名称：

  Synthesis of biphenyl-based phosphines by Suzuki coupling

  摘要：

  A series of phosphine oxides has been synthesised by the palladium-catalysed Suzuki coupling of arylboronic acids with OPPh2(o-C6H4Br). Oil reduction with trichlorosilane. functionalised. biphenyl-based phosphine ligands were obtained in good yields. Our preliminary results indicate these ligands to be effective for palladium-catalysed C-C coupling reactions including the formation of their own oxides. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)01981-5
• 作为产物：
  描述：

  (2-溴苯基)二苯基膦 在 bis(dibenzylideneacetone)-palladium⁽⁰⁾ potassium phosphate 、 双氧水 、 三苯基膦 作用下， 以 1,4-二氧六环 、 甲醇 为溶剂， 反应 13.0h， 生成 2-diphenylphosphinyl-3'-chlorobiphenyl
  参考文献：
  名称：

  Palladium-catalysed synthesis of biaryl phosphines

  摘要：

  Monodentate, biphenyl-type phosphines have emerged as a powerful class of ligands in homogeneous catalysis. Synthetic methods for these ligands are limited, however. We report that the palladium-catalysed Suzuki coupling of OPR2(o-C6H4X) (R=Ph, t-Bu; X=Br, I) with arylboronic acids affords a variety of biaryl phosphine oxides including those that contain heterocycles. The corresponding phosphines are readily obtained by treatment with HSiCl3. The methodology provides an easy entry to monodentate biaryl and heterobiaryl P<^>X (X=N, O, S) phosphines with diverse steric and electronic properties. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.03.058

文献信息

• Palladium-catalyzed R₂(O)P directed C(sp²)–H acetoxylation
  作者：Heng Zhang、Rong-Bin Hu、Xiao-Yu Zhang、Shi-Xia Li、Shang-Dong Yang

  DOI：10.1039/c4cc01238k

  日期：——

  A novel and efficient Pd-catalyzed C–H acetoxylation is described. The approach uses R₂(O)P as a directing group to synthesize various substituted 2′-phosphoryl biphenyl-2-OAc compounds.

  描述了一种新颖高效的钯催化的C-H乙酰化方法。该方法使用R₂(O)P作为导向基团，合成各种取代的2'-磷酸酯联苯-2-OAc化合物。
• Pd(II)-Catalyzed Ph₂(O)P-Directed C–H Olefination toward Phosphine–Alkene Ligands
  作者：Hong-Li Wang、Rong-Bin Hu、Heng Zhang、An-Xi Zhou、Shang-Dong Yang

  DOI：10.1021/ol402577p

  日期：2013.10.18

  The Pd(II)-catalyzed Ph-2(O)P-directed C-H olefination to synthesize alkene-phosphine compounds is reported. In contrast to previous examples of various directing groups that guide selective C-H activation, the Ph-2(O)P group not only acts as the directing group but also serves to construct the alkene-phosphine ligands. The monoprotected amino acid (MPAA) ligand Ac-Leu-OH is found to promote this reaction in a significant manner.