[9]anthryl-phenyl ketone-imine | 899-15-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: [9]anthryl-phenyl ketone-imine
• 英文别名: [9]Anthryl-phenyl-keton-imin；Phenyl-9-anthryl-methanimin
• CAS: 899-15-0
• 化学式: C₂₁H₁₅N
• 分子量: 281.357
• InChiKey: FWFXHIHAIQUADP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.41
• 重原子数：
  22.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  23.85
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  9-溴蒽 、 苯甲腈 在 二氯二茂钛 、 三甲基氯硅烷 、 [nickel(II)dichloride(dimethoxyethane)] 、 三氟乙酸 、 4,4'-二叔丁基-2,2'-二吡啶 、 锌 作用下， 以 1,4-二氧六环 为溶剂， 以96%的产率得到[9]anthryl-phenyl ketone-imine
  参考文献：
  名称：

  Ni/Ti Dual Catalytic Cross-Coupling of Nitriles and Organobromides To Access Ketones

  摘要：

  Herein, we report the development of a dual catalytic approach for the cross-coupling of nitriles with aryl- and aliphatic-bromides. A titanium(III) catalyst is used to activate nitriles enabling their coupling with organobromides through a nickel catalyst. The Ni/Ti system efficiently prepared unsymmetrical ketones with good chemoselectivity and could selectively couple a bromide in the presence of other functionalizable handles.

  DOI：

  10.1021/acscatal.8b00244

文献信息

• PREPARATION AND REACTIONS OF 9-ANTHRYLMAGNESIUM BROMIDE
  作者：W. E. BACHMANN、M. C. KLOETZEL

  DOI：10.1021/jo01218a007

  日期：1938.3
• Ni/Ti Dual Catalytic Cross-Coupling of Nitriles and Organobromides To Access Ketones
  作者：Vinoth Kumar Chenniappan、Sajan Silwal、Ronald J. Rahaim

  DOI：10.1021/acscatal.8b00244

  日期：2018.5.4

  Herein, we report the development of a dual catalytic approach for the cross-coupling of nitriles with aryl- and aliphatic-bromides. A titanium(III) catalyst is used to activate nitriles enabling their coupling with organobromides through a nickel catalyst. The Ni/Ti system efficiently prepared unsymmetrical ketones with good chemoselectivity and could selectively couple a bromide in the presence of other functionalizable handles.