[1,3-Bis[2,6-di(propan-2-yl)phenyl]imidazol-1-ium-2-yl]-triphenylboranuide | 1192263-60-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: [1,3-Bis[2,6-di(propan-2-yl)phenyl]imidazol-1-ium-2-yl]-triphenylboranuide
• CAS: 1192263-60-7
• 化学式: C₄₅H₅₁BN₂
• 分子量: 630.724
• InChiKey: AEIXGTXKHVNKCI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.63
• 重原子数：
  48
• 可旋转键数：
  10
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  8.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  9-溴菲 、 [1,3-Bis[2,6-di(propan-2-yl)phenyl]imidazol-1-ium-2-yl]-triphenylboranuide 在 palladium diacetate 、 2-二环己基磷-2,4,6-三异丙基联苯 作用下， 以 水 、 甲苯 为溶剂， 反应 24.0h， 以85%的产率得到9-苯基菲
  参考文献：
  名称：

  Suzuki−Miyaura Coupling of NHC−Boranes: A New Addition to the C−C Coupling Toolbox

  摘要：

  Complexes of triaryl- and trialkylboranes with N-heterocyclic carbenes (NHCs) participate in Suzuki-Miyaura cross-coupling reactions and provide coupled products in good yields under base-free conditions. The reaction can be applied to CSp(2)-CSp(2) and Csp(2)-Csp(2) carbon-carbon bond formation with triflates, iodides, bromides, and chlorides. These results enrich the utility of NHC-borane complexes, which can be added to the toolkit of Suzuki-Miyaura cross-couplings, along with boronic acids and organotrifluoroborates.

  DOI：

  10.1021/ol902012c
• 作为产物：
  描述：

  三苯基硼烷 、 1,3-双(2,6-二异丙基苯基)氯化咪唑鎓 在 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 以95%的产率得到[1,3-Bis[2,6-di(propan-2-yl)phenyl]imidazol-1-ium-2-yl]-triphenylboranuide
  参考文献：
  名称：

  Suzuki−Miyaura Coupling of NHC−Boranes: A New Addition to the C−C Coupling Toolbox

  摘要：

  Complexes of triaryl- and trialkylboranes with N-heterocyclic carbenes (NHCs) participate in Suzuki-Miyaura cross-coupling reactions and provide coupled products in good yields under base-free conditions. The reaction can be applied to CSp(2)-CSp(2) and Csp(2)-Csp(2) carbon-carbon bond formation with triflates, iodides, bromides, and chlorides. These results enrich the utility of NHC-borane complexes, which can be added to the toolkit of Suzuki-Miyaura cross-couplings, along with boronic acids and organotrifluoroborates.

  DOI：

  10.1021/ol902012c

文献信息

• Suzuki−Miyaura Coupling of NHC−Boranes: A New Addition to the C−C Coupling Toolbox
  作者：Julien Monot、Malika Makhlouf Brahmi、Shau-Hua Ueng、Carine Robert、Marine Desage-El Murr、Dennis P. Curran、Max Malacria、Louis Fensterbank、Emmanuel Lacôte

  DOI：10.1021/ol902012c

  日期：2009.11.5

  Complexes of triaryl- and trialkylboranes with N-heterocyclic carbenes (NHCs) participate in Suzuki-Miyaura cross-coupling reactions and provide coupled products in good yields under base-free conditions. The reaction can be applied to CSp(2)-CSp(2) and Csp(2)-Csp(2) carbon-carbon bond formation with triflates, iodides, bromides, and chlorides. These results enrich the utility of NHC-borane complexes, which can be added to the toolkit of Suzuki-Miyaura cross-couplings, along with boronic acids and organotrifluoroborates.