N-[(2S,5S)-2,5-diphenylpyrrolidin-1-yl]formamide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: N-[(2S,5S)-2,5-diphenylpyrrolidin-1-yl]formamide
• 化学式: C₁₇H₁₈N₂O
• 分子量: 266.343
• InChiKey: ZQQVYRLQYGKUQS-IRXDYDNUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  32.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-[(2S,5S)-2,5-diphenylpyrrolidin-1-yl]formamide 在 sodium hydride 、 三氯氧磷 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 3.0h， 生成 C₃₃H₃₄N₃⁽¹⁺⁾*Cl^(1-)
  参考文献：
  名称：

  Chiral, Sterically Demanding N-Heterocyclic Carbenes Fused into a Heterobiaryl Skeleton: Design, Synthesis, and Structural Analysis

  摘要：

  A series of Cu(I), Ag(I), and Au(I) complexes incorporating a new family of imidazopyridin-3-ylidene ligands substituted by a diphenylpyrrolidino group at N(1) and aryl groups at C(5) has been synthesized and their structures determined by X-ray diffraction analysis. This structural study has revealed an extremely high steric protection of the metal center by the bulky heterobicyclic carbenes, while the inversion at the exocyclic N(sp(3)) atom provides a remarkable flexibility.

  DOI：

  10.1021/acs.organomet.5b00046
• 作为产物：
  描述：

  甲乙酐 、 (2S,5S)-2,5-二苯基吡咯烷-1-胺 以 四氢呋喃 为溶剂， 反应 1.17h， 以89%的产率得到N-[(2S,5S)-2,5-diphenylpyrrolidin-1-yl]formamide
  参考文献：
  名称：

  Chiral, Sterically Demanding N-Heterocyclic Carbenes Fused into a Heterobiaryl Skeleton: Design, Synthesis, and Structural Analysis

  摘要：

  A series of Cu(I), Ag(I), and Au(I) complexes incorporating a new family of imidazopyridin-3-ylidene ligands substituted by a diphenylpyrrolidino group at N(1) and aryl groups at C(5) has been synthesized and their structures determined by X-ray diffraction analysis. This structural study has revealed an extremely high steric protection of the metal center by the bulky heterobicyclic carbenes, while the inversion at the exocyclic N(sp(3)) atom provides a remarkable flexibility.

  DOI：

  10.1021/acs.organomet.5b00046

文献信息

• Chiral, Sterically Demanding N-Heterocyclic Carbenes Fused into a Heterobiaryl Skeleton: Design, Synthesis, and Structural Analysis
  作者：Manuela Espina、Ivan Rivilla、Ana Conde、M. Mar Díaz-Requejo、Pedro J. Pérez、Eleuterio Álvarez、Rosario Fernández、José M. Lassaletta

  DOI：10.1021/acs.organomet.5b00046

  日期：2015.4.13

  A series of Cu(I), Ag(I), and Au(I) complexes incorporating a new family of imidazopyridin-3-ylidene ligands substituted by a diphenylpyrrolidino group at N(1) and aryl groups at C(5) has been synthesized and their structures determined by X-ray diffraction analysis. This structural study has revealed an extremely high steric protection of the metal center by the bulky heterobicyclic carbenes, while the inversion at the exocyclic N(sp(3)) atom provides a remarkable flexibility.