(4R,5R)-4,5-di(tert-butyl)-3-methyl-1-(bis(1-naphthyl)methyl)imidazolidinium fluoroborate | 1620963-18-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (4R,5R)-4,5-di(tert-butyl)-3-methyl-1-(bis(1-naphthyl)methyl)imidazolidinium fluoroborate
• CAS: 1620963-18-9
• 化学式: BF₄*C₃₃H₃₉N₂
• 分子量: 550.491
• InChiKey: BQNRUPLYVQRMQF-PNXDLZEOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.2
• 重原子数：
  40.0
• 可旋转键数：
  3.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  6.25
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  copper(l) iodide 、 (4R,5R)-4,5-di(tert-butyl)-3-methyl-1-(bis(1-naphthyl)methyl)imidazolidinium fluoroborate 在 sodium t-butanolate 作用下， 以 四氢呋喃 为溶剂， 反应 15.5h， 以42%的产率得到(4R,5R)-4,5-di(tert-butyl)-3-methyl-1-(bis(1-naphthyl)methyl)imidazolidin-2-ylidene copper(I) chloride
  参考文献：
  名称：

  Synthesis of Chiral C 1-Symmetric N-Heterocyclic Carbene Ligands: Application toward Copper-Catalyzed Homocoupling of 2-Naphthols

  摘要：

  Novel chiral C-1-symmetric NHC ligands can be prepared via dialkylation of chiral imidazoline scaffolds. Asymmetry in the ligand/metal complexes results from a chiral relay effect. The C-1-symmetric nature of the NHC ligand was proposed to allow for improved reactivity versus other achiral and chiral NHC complexes. The benefit of such ligands was demonstrated in copper-catalyzed oxidative coupling reactions.

  DOI：

  10.1055/s-0033-1338564
• 作为产物：
  描述：

  (4R,5R)-4,5-di-tert-butyl-2-imidazoline 在 potassium carbonate 作用下， 以 二氯甲烷 、 丙酮 为溶剂， 反应 120.0h， 生成 (4R,5R)-4,5-di(tert-butyl)-3-methyl-1-(bis(1-naphthyl)methyl)imidazolidinium fluoroborate
  参考文献：
  名称：

  Synthesis of Chiral C 1-Symmetric N-Heterocyclic Carbene Ligands: Application toward Copper-Catalyzed Homocoupling of 2-Naphthols

  摘要：

  Novel chiral C-1-symmetric NHC ligands can be prepared via dialkylation of chiral imidazoline scaffolds. Asymmetry in the ligand/metal complexes results from a chiral relay effect. The C-1-symmetric nature of the NHC ligand was proposed to allow for improved reactivity versus other achiral and chiral NHC complexes. The benefit of such ligands was demonstrated in copper-catalyzed oxidative coupling reactions.

  DOI：

  10.1055/s-0033-1338564