Dimethyl 1-benzoyl-3-methylbenzimidazol-3-ium-5,6-dicarboxylate;tetrafluoroborate | 1236299-52-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: Dimethyl 1-benzoyl-3-methylbenzimidazol-3-ium-5,6-dicarboxylate;tetrafluoroborate
• CAS: 1236299-52-7
• 化学式: BF₄*C₁₉H₁₇N₂O₅
• 分子量: 440.159
• InChiKey: FUXISLPOCVWWTL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.03
• 重原子数：
  31
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  78.5
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  bis(1,5-cyclooctadiene)diiridium(I) dichloride 、 Dimethyl 1-benzoyl-3-methylbenzimidazol-3-ium-5,6-dicarboxylate;tetrafluoroborate 在 lithium bis(trimethylsilyl)amide 作用下， 以 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  Acyl Protection Strategy for Synthesis of a Protic NHC Complex via N-Acyl Methanolysis

  摘要：

  In a new strategy for the synthesis of protic NHC complexes, iridium and rhodium complexes of N-benzoyl-substituted NHCs are first generated by direct deprotonation of an acyl-protected imidazolium salt. Deprotection of the acyl group with methanol then gives methyl benzoate and the protic NHC. This sequence represents a new strategy for the synthesis of protic NHC complexes. We expect this strategy to have useful generality.

  DOI：

  10.1021/om100452g
• 作为产物：
  描述：

  dimethyl 1-benzoyl-1H-benzo[d]imidazole-5,6-dicarboxylate 、 trimethoxonium tetrafluoroborate 以 硝基甲烷 为溶剂， 反应 4.0h， 以76%的产率得到Dimethyl 1-benzoyl-3-methylbenzimidazol-3-ium-5,6-dicarboxylate;tetrafluoroborate
  参考文献：
  名称：

  Acyl Protection Strategy for Synthesis of a Protic NHC Complex via N-Acyl Methanolysis

  摘要：

  In a new strategy for the synthesis of protic NHC complexes, iridium and rhodium complexes of N-benzoyl-substituted NHCs are first generated by direct deprotonation of an acyl-protected imidazolium salt. Deprotection of the acyl group with methanol then gives methyl benzoate and the protic NHC. This sequence represents a new strategy for the synthesis of protic NHC complexes. We expect this strategy to have useful generality.

  DOI：

  10.1021/om100452g

文献信息

• Acyl Protection Strategy for Synthesis of a Protic NHC Complex via N-Acyl Methanolysis
  作者：Graham E. Dobereiner、Catherine A. Chamberlin、Nathan D. Schley、Robert H. Crabtree

  DOI：10.1021/om100452g

  日期：2010.11.8

  In a new strategy for the synthesis of protic NHC complexes, iridium and rhodium complexes of N-benzoyl-substituted NHCs are first generated by direct deprotonation of an acyl-protected imidazolium salt. Deprotection of the acyl group with methanol then gives methyl benzoate and the protic NHC. This sequence represents a new strategy for the synthesis of protic NHC complexes. We expect this strategy to have useful generality.