(S)-N-(diphenylphosphino)-2-pyrrolyl p-tolyl sulfoxide | 402757-85-1

• 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: (S)-N-(diphenylphosphino)-2-pyrrolyl p-tolyl sulfoxide
• 英文别名: 1-(Diphenylphosphanyl)-2-[(S)-4-methylbenzene-1-sulfinyl]-1H-pyrrole；[2-[(S)-(4-methylphenyl)sulfinyl]pyrrol-1-yl]-diphenylphosphane
• CAS: 402757-85-1
• 化学式: C₂₃H₂₀NOPS
• 分子量: 389.458
• InChiKey: AJRZHERVEJESCQ-MHZLTWQESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  41.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (-)-menthyl (S)-p-toluenesulfinate 在 正丁基锂 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 27.5h， 生成 (S)-N-(diphenylphosphino)-2-pyrrolyl p-tolyl sulfoxide
  参考文献：
  名称：

  N-Phosphano nitrogen-containing five-membered aromatic chiral α-sulfoxides as new chiral ligands in asymmetric palladium-catalyzed allylic alkylation: stereoelectronic effects of the substituents on the aromatic rings

  摘要：

  New chiral ligands, N-diphenylphosphano nitrogen-containing five-membered aromatic compounds bearing chiral sulfinyl groups as the sole chiral source has been developed. The structure of a palladium intermediate derived from the new chiral sulfoxide ligand was determined as a palladium complex with a five-membered chelate ring formed by coordination of the phosphano group and the sulfinyl sulfur atom involved. The stereoelectronic effects of substituents on the aromatic rings are discussed. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2003.12.067

文献信息

• N-Phosphano nitrogen-containing five-membered aromatic chiral α-sulfoxides as new chiral ligands in asymmetric palladium-catalyzed allylic alkylation: stereoelectronic effects of the substituents on the aromatic rings
  作者：Kunio Hiroi、Ikuo Izawa、Toshiya Takizawa、Ken-ichi Kawai

  DOI：10.1016/j.tet.2003.12.067

  日期：2004.2

  New chiral ligands, N-diphenylphosphano nitrogen-containing five-membered aromatic compounds bearing chiral sulfinyl groups as the sole chiral source has been developed. The structure of a palladium intermediate derived from the new chiral sulfoxide ligand was determined as a palladium complex with a five-membered chelate ring formed by coordination of the phosphano group and the sulfinyl sulfur atom involved. The stereoelectronic effects of substituents on the aromatic rings are discussed. (C) 2004 Elsevier Ltd. All rights reserved.