diethyl 1-(diphenylphosphonyl)pyrole-3,4-dicarboxylate | 192935-58-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: diethyl 1-(diphenylphosphonyl)pyrole-3,4-dicarboxylate
• 英文别名: Diethyl 1-diphenylphosphanylpyrrole-3,4-dicarboxylate
• CAS: 192935-58-3
• 化学式: C₂₂H₂₂NO₄P
• 分子量: 395.395
• InChiKey: WHSRZYLOAXZAHI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  28
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  57.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  di(rhodium)tetracarbonyl dichloride 、 diethyl 1-(diphenylphosphonyl)pyrole-3,4-dicarboxylate 以 二氯甲烷 为溶剂， 以61%的产率得到trans-Rh(CO)(Cl)(PPh2(NC4H2(CO2C2H5)2))
  参考文献：
  名称：

  N-Pyrrolyl Phosphines:  Enhanced π-Acceptor Character via Carboalkoxy Substitution

  摘要：

  A series of 3,4-dicarboethoxy-N-pyrrolyl phosphine ligands (R2P-NC4H2(CO2Et)(2)) is described. A number of techniques, including reaction calorimetry, infrared spectroscopy, and X-ray crystallography, demonstrate that these ligands are potent pi-acceptors and that the electronic substituent parameter chi(i) for the 3,4-(EtO2C)(2)C4H2N moiety is ca. 16, placing it in a position between fluorine and chlorine.

  DOI：

  10.1021/om970129q
• 作为产物：
  描述：

  3,4-吡咯二羧酸二乙酯 、 二苯基氯化膦 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 以80%的产率得到diethyl 1-(diphenylphosphonyl)pyrole-3,4-dicarboxylate
  参考文献：
  名称：

  Synthesis of Pyrrolyl-, Indolyl-, and Carbazolylphosphanes and Their Catalytic Application as Ligands in the Hydroformylation of 2-Pentene

  摘要：

  DOI：

  10.1002/1099-0690(200110)2001:20<3871::aid-ejoc3871>3.0.co;2-v

文献信息

• Synthesis of Pyrrolyl-, Indolyl-, and Carbazolylphosphanes and Their Catalytic Application as Ligands in the Hydroformylation of 2-Pentene
  作者：Ralf Jackstell、Holger Klein、Matthias Beller、Klaus-Diether Wiese、Dirk Röttger

  DOI：10.1002/1099-0690(200110)2001:20<3871::aid-ejoc3871>3.0.co;2-v

  日期：2001.10
• <i>N</i>-Pyrrolyl Phosphines:  Enhanced π-Acceptor Character <i>via</i> Carboalkoxy Substitution
  作者：Adrian Huang、John E. Marcone、Kate L. Mason、William J. Marshall、Kenneth G. Moloy、Scafford Serron、Steven P. Nolan

  DOI：10.1021/om970129q

  日期：1997.7.1

  A series of 3,4-dicarboethoxy-N-pyrrolyl phosphine ligands (R2P-NC4H2(CO2Et)(2)) is described. A number of techniques, including reaction calorimetry, infrared spectroscopy, and X-ray crystallography, demonstrate that these ligands are potent pi-acceptors and that the electronic substituent parameter chi(i) for the 3,4-(EtO2C)(2)C4H2N moiety is ca. 16, placing it in a position between fluorine and chlorine.