N-(1,12-dicarba-closo-dodecaboran-2-yl)morpholine | 936951-95-0

• 英文名称: N-(1,12-dicarba-closo-dodecaboran-2-yl)morpholine
• CAS: 936951-95-0
• 化学式: C₆H₁₉B₁₀NO
• 分子量: 229.333
• InChiKey: HTBMFFHGGQTYDZ-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

• 作为产物：
  描述：

  吗啉 、 2-iodo-closo-1,12-dodecaborane 在 t-BuONa 、 Pd(dba)2 、 IMes*HCl 作用下， 以 1,4-二氧六环 为溶剂， 生成 1,12-dicarba-closo-dodecaborane(12) 、 2-hydroxy-1,12-dicarba-closo-dodecaborane 、 N-(1,12-dicarba-closo-dodecaboran-2-yl)morpholine
  参考文献：
  名称：

  Palladium-Catalyzed Amination of 2-Iodo-para-carborane

  摘要：

  The palladium-catalyzed Buchwald-Hartwig amination of B-iodocarborane by various azoles and amines is described for the first time. The reactions of 2-iodo-p-carborane with indole, imidazole, benzimidazole, or carbazole in the system Pd(dba)(2)-BINAP-(BuONa)-O-t in dioxane at 100 degrees C gave 2-p-carboranyl derivatives of these azoles in high yields together with 2-hydroxy-p-carborane as a side product. The reactions of 2-iodo-p-carborane with aromatic amines in the same system gave the amination products in 60-70% yields and also were accompanied by the formation of hydroxy derivatives (up to 30% yields). In a special investigation it was shown that the base (BuONa)-O-t was responsible for its formation. The principle possibility of the amination of 2-iodo-p-carborane by morpholine (with 30% yield) as an example of aliphatic amination was shown. The structures of N-(1,12-dicarba-closo-dodecaboran-2-yl)carbazole (1), N-(1,12-dicarba-closo-dodecaboran-2-yl)benzimidazole (2), N-(1,12-dicarba-closo-dodecaboran-2-yl)indole (4), and 2-hydroxy-1,12-dicarba-closo-dodecaborane (5) have been established by X-ray diffraction studies.

  DOI：

  10.1021/om0611756