9-<(tert-butoxycarbonyl)benzylamino>-10-hydroxyphenanthrene

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: 9-<(tert-butoxycarbonyl)benzylamino>-10-hydroxyphenanthrene
• 英文别名: tert-butyl N-benzyl-N-(10-hydroxyphenanthren-9-yl)carbamate
• 化学式: C₂₆H₂₅NO₃
• 分子量: 399.489
• InChiKey: IKEMVYLUXKHPDY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  49.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 一氧化碳 作用下， 以 四氢呋喃 为溶剂， 反应 36.0h， 以62%的产率得到9-<(tert-butoxycarbonyl)benzylamino>-10-hydroxyphenanthrene
  参考文献：
  名称：

  Aminobenzannulation via photocyclization reactions of chromium dienyl(amino)carbene complexes. Synthesis of o-amino aromatic alcohols

  摘要：

  Photolysis of chromium dienyl(amino)carbene complexes is demonstrated to produce o-amino aromatic alcohols. The reaction is proposed to preceed via a chromium-complexed photogenerated dienylketene which undergoes subsequent electrocyclization and aromatization. These reactions are sensitive to the electronic nature of the amino substituent on the carbene carbon and can be tuned by variation in substituents. In particular, the ability to facilitate photolytic ketene generation by employing (acylamino)carbene complexes is illustrated. In addition, new methods of conversion of alkoxycarbene complexes to aminocarbene complexes are described.

  DOI：

  10.1021/jo00055a003

文献信息

• Aminobenzannulation via photocyclization reactions of chromium dienyl(amino)carbene complexes. Synthesis of o-amino aromatic alcohols
  作者：Craig A. Merlic、Daqiang Xu、Brian G. Gladstone

  DOI：10.1021/jo00055a003

  日期：1993.1

  Photolysis of chromium dienyl(amino)carbene complexes is demonstrated to produce o-amino aromatic alcohols. The reaction is proposed to preceed via a chromium-complexed photogenerated dienylketene which undergoes subsequent electrocyclization and aromatization. These reactions are sensitive to the electronic nature of the amino substituent on the carbene carbon and can be tuned by variation in substituents. In particular, the ability to facilitate photolytic ketene generation by employing (acylamino)carbene complexes is illustrated. In addition, new methods of conversion of alkoxycarbene complexes to aminocarbene complexes are described.