bis(2-methyl-ortho-carboranyl)amine | 1145689-45-7

• 英文名称: bis(2-methyl-ortho-carboranyl)amine
• 英文别名: (Me)(o-carboranyl)2NH
• CAS: 1145689-45-7
• 化学式: C₆H₂₇B₂₀N
• 分子量: 329.507
• InChiKey: VMVDUUCFAGEJMV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 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：
  None

反应信息

• 作为反应物：
  描述：

  18-冠醚-6 、 bis(2-methyl-ortho-carboranyl)amine 、 potassium n-butoxide 以 甲苯 为溶剂， 以86%的产率得到bis(2-methyl-ortho-carboranyl)amide potassium-18-crown-6 salt
  参考文献：
  名称：

  New synthetic and structural studies on nitroso-ortho-carboranes RCB10H10CNO and bis(ortho-carboranyl)amines (RCB10H10C)2NH (R=Ph or Me)

  摘要：

  Improved procedures are reported for the preparation of nitroso-carboranes RCb degrees NO (Cb degrees = 1,2-C2B10H10; R = Ph, Me at cage carbon C2) in 44-77% yield, and of dicarboranylamines (RCb degrees)(2)NH in 55-65% yield by reactions between the lithio-carboranes, RCb degrees Li and nitrosyl chloride, NOCl, in cold mixtures of diethyl ether and either pentane (for RCb degrees NO) or dimethoxyethane (for (RCb degrees)(2)NH). Deprotonation of the amines by (KOBu)-Bu-t in toluene in the presence of 18-crown-6, (CH2CH2O)(6), affords the salts [K(18-crown-6)](+)[(RCb degrees)(2)N](-), X-ray crystal structures of PhCb degrees NO, (PhCb degrees)(2)NH, (MeCb degrees)(2)NH and [K(18-crown-6)](+)[(PhCb degrees)(2)N](-) are described, and the bonding implications of their cage C center dot center dot center dot C distances (1.68, 1.80, 1.75 and 1.99 angstrom, respectively) are discussed. These species provide further striking examples of the remarkable capacity of the ortho-carborane cage to act as a sensitive indicator of the pi-donor characteristics of ligands attached to its cage carbon atoms. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2008.12.014
• 作为产物：
  描述：

  正丁基锂 、 1-methyl-ortho-carborane 以 乙二醇二甲醚 、 乙醚 为溶剂， 以63%的产率得到bis(2-methyl-ortho-carboranyl)amine
  参考文献：
  名称：

  New synthetic and structural studies on nitroso-ortho-carboranes RCB10H10CNO and bis(ortho-carboranyl)amines (RCB10H10C)2NH (R=Ph or Me)

  摘要：

  Improved procedures are reported for the preparation of nitroso-carboranes RCb degrees NO (Cb degrees = 1,2-C2B10H10; R = Ph, Me at cage carbon C2) in 44-77% yield, and of dicarboranylamines (RCb degrees)(2)NH in 55-65% yield by reactions between the lithio-carboranes, RCb degrees Li and nitrosyl chloride, NOCl, in cold mixtures of diethyl ether and either pentane (for RCb degrees NO) or dimethoxyethane (for (RCb degrees)(2)NH). Deprotonation of the amines by (KOBu)-Bu-t in toluene in the presence of 18-crown-6, (CH2CH2O)(6), affords the salts [K(18-crown-6)](+)[(RCb degrees)(2)N](-), X-ray crystal structures of PhCb degrees NO, (PhCb degrees)(2)NH, (MeCb degrees)(2)NH and [K(18-crown-6)](+)[(PhCb degrees)(2)N](-) are described, and the bonding implications of their cage C center dot center dot center dot C distances (1.68, 1.80, 1.75 and 1.99 angstrom, respectively) are discussed. These species provide further striking examples of the remarkable capacity of the ortho-carborane cage to act as a sensitive indicator of the pi-donor characteristics of ligands attached to its cage carbon atoms. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2008.12.014