B(2-ferrocenyl-N-Me-benzimidazolyl)(mesityl)₂ | 1582252-03-6

• 英文名称: B(2-ferrocenyl-N-Me-benzimidazolyl)(mesityl)₂
• 英文别名: B(2-ferrocenyl-N-Me-benzimidazolyl)Mes₂
• CAS: 1582252-03-6
• 化学式: C₃₆H₃₇BFeN₂
• 分子量: 564.361
• InChiKey: HIYFBWUDERDLPD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
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• 重原子数：
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• 可旋转键数：
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• 环数：
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• sp3杂化的碳原子比例：
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• 拓扑面积：
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• 氢给体数：
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• 氢受体数：
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反应信息

• 作为反应物：
  描述：

  B(2-ferrocenyl-N-Me-benzimidazolyl)(mesityl)₂ 以 二氯甲烷 为溶剂， 生成 2-[B(mesityl)(OH)]-1-[N-methylbenzimidazol-2-yl]ferrocene
  参考文献：
  名称：

  Reactivity and Electronic Properties of a Ferrocene Molecule Bearing an N,C-Chelated BMes₂ Unit

  摘要：

  A dimesitylboron-functionalized benzimidazolylferrocene, B(2-ferrocenyl-N-Me-benzimidazolyl)Mes(2) (1), has been synthesized and fully characterized. The B-N bond in 1 was found to undergo a dynamic dissociation/association process in solution, leading to a dynamic exchange of the two mesityls bound to the boron atom and slow hydrolysis of 1 under ambient conditions. The hydrolyzed product 2-BMes(OH)-1-(N-methylbenzimidazol-2-yl)ferrocene (2) was isolated and characterized, in which the boron center has a trigonal-planar geometry with one of the mesityls being replaced by an OH- group. The photoisomerization process of the boron unit in 1 was fully inhibited by the low lying d-d/MLCT states of the ferrocene unit. Compound 1 can be oxidized readily by I-2, forming the ferrocenium species [1(+)]I-3(-) (3). NMR and EPR data for 3 indicated a notable spin delocalization through space from the Fe(III) center to a flanking mesityl group.

  DOI：

  10.1021/om500138f
• 作为产物：
  描述：

  1-methylbenzo[d]imidazole-2-ferrocene 、 二(三甲苯基)氟化硼 在 叔丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 1.0h， 以0.6%的产率得到B(2-ferrocenyl-N-Me-benzimidazolyl)(mesityl)₂
  参考文献：
  名称：

  Reactivity and Electronic Properties of a Ferrocene Molecule Bearing an N,C-Chelated BMes₂ Unit

  摘要：

  A dimesitylboron-functionalized benzimidazolylferrocene, B(2-ferrocenyl-N-Me-benzimidazolyl)Mes(2) (1), has been synthesized and fully characterized. The B-N bond in 1 was found to undergo a dynamic dissociation/association process in solution, leading to a dynamic exchange of the two mesityls bound to the boron atom and slow hydrolysis of 1 under ambient conditions. The hydrolyzed product 2-BMes(OH)-1-(N-methylbenzimidazol-2-yl)ferrocene (2) was isolated and characterized, in which the boron center has a trigonal-planar geometry with one of the mesityls being replaced by an OH- group. The photoisomerization process of the boron unit in 1 was fully inhibited by the low lying d-d/MLCT states of the ferrocene unit. Compound 1 can be oxidized readily by I-2, forming the ferrocenium species [1(+)]I-3(-) (3). NMR and EPR data for 3 indicated a notable spin delocalization through space from the Fe(III) center to a flanking mesityl group.

  DOI：

  10.1021/om500138f