N-(1,12-dicarba-closo-dodecaboran-2-yl)-2-phenylacetamide | 1082747-25-8

• 英文名称: N-(1,12-dicarba-closo-dodecaboran-2-yl)-2-phenylacetamide
• CAS: 1082747-25-8
• 化学式: C₁₀H₁₉B₁₀NO
• 分子量: 277.377
• InChiKey: USUWIADUHJJEAH-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：

  2-iodo-closo-1,12-dodecaborane 、 2-苯乙酰胺 在 Pd₂(C₆H₅CHCHCOCHCHC₆H₅)3 、 (C₁₀H₆P(C₆H₅)2)2 、 NaH 作用下， 以 1,4-二氧六环 为溶剂， 以73%的产率得到N-(1,12-dicarba-closo-dodecaboran-2-yl)-2-phenylacetamide
  参考文献：
  名称：

  Catalytic Amidation of 9-Iodo-m-carborane and 2-Iodo-p-carborane at a Boron Atom

  摘要：

  The palladium-catalyzed amidation of B-iodocarboranes by various amides is described for the first time. The reactions of 2-iodo-1,12-dicarba-closo-dodecaborane (2-iodo-p-carborane) with acetamide, 2-pyrrolidinone, caprolactam, p-methylbenzamide, and 2-phenylacetamide using the system Pd(dba)(2)/ BINAP/NaH (dba = dibenzylideneacetone; BINAP = rac-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl) in dioxane at 100 degrees C gave 2-p-carboranyl derivatives of these amides in good to high yields. Similar reactions of 9-iodo-1,7-dicarba-closo-dodecaborane (9-iodo-m-carborane) with corresponding amides afforded 9-m-carboranyl derivatives in good to high yields. The structures of N-(1,12-dicarba-closo-dodecaboran-2-yl)pyrrolidin-2-one (5), N-(1,7-dicarba-closo-dodecaboran-9-yl)acetamide (6), and N-(1,7-dicarba-closo-dodecaboran-9-yl)-2-phenylacetamide (7) have been established by X-ray diffraction studies.

  DOI：

  10.1021/om800635d