N,N'-1,8-napthyl-3,5-di[4-(2-ethylhexyloxy)phenyl]phenylboronamide | 1246611-12-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N,N'-1,8-napthyl-3,5-di[4-(2-ethylhexyloxy)phenyl]phenylboronamide
• 英文别名: 3-[3,5-Bis[4-(2-ethylhexoxy)phenyl]phenyl]-2,4-diaza-3-boratricyclo[7.3.1.05,13]trideca-1(12),5,7,9(13),10-pentaene；3-[3,5-bis[4-(2-ethylhexoxy)phenyl]phenyl]-2,4-diaza-3-boratricyclo[7.3.1.05,13]trideca-1(12),5,7,9(13),10-pentaene
• CAS: 1246611-12-0
• 化学式: C₄₄H₅₃BN₂O₂
• 分子量: 652.728
• InChiKey: RLSRICHNDYMFNR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.6
• 重原子数：
  49
• 可旋转键数：
  17
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  42.5
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N,N'-1,8-napthyl-3,5-di[4-(2-ethylhexyloxy)phenyl]phenylboronamide 在 硫酸 、 水 、 盐酸 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以63%的产率得到[4,4''-bis({2-ethylhexyl}oxy)-(1,1':3',1''-terphenyl)-5'-yl]boronic acid
  参考文献：
  名称：

  Facile Iterative Synthesis of Biphenyl Dendrons with a Functionalized Focus

  摘要：

  An iterative procedure gives 1,3,5-phenyl-linked dendrons of up to the fourth generation and enables the formation of different generations of iridium(III) complex-cored dendrimers. The convergent synthesis uses N,N'-1,8-napthyl-3,5-dibromophenylboronamide as the key building block. The iterative synthesis cycle involves deprotection of the boronamide-focused dendron to form a boronic acid and subsequent Suzuki coupling either with the N,N'-1,8-napthyl-3,5-dibromophenylboronamide to give the next dendron generation or with an activated core to form a dendrimer.

  DOI：

  10.1021/ol101717c
• 作为产物：
  描述：

  4-(2-乙基己氧基)苯硼酸频哪醇酯 、 2-[3,5-dibromophenyl]-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine 在 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 水 、 叔丁醇 为溶剂， 反应 24.0h， 以79%的产率得到N,N'-1,8-napthyl-3,5-di[4-(2-ethylhexyloxy)phenyl]phenylboronamide
  参考文献：
  名称：

  Facile Iterative Synthesis of Biphenyl Dendrons with a Functionalized Focus

  摘要：

  An iterative procedure gives 1,3,5-phenyl-linked dendrons of up to the fourth generation and enables the formation of different generations of iridium(III) complex-cored dendrimers. The convergent synthesis uses N,N'-1,8-napthyl-3,5-dibromophenylboronamide as the key building block. The iterative synthesis cycle involves deprotection of the boronamide-focused dendron to form a boronic acid and subsequent Suzuki coupling either with the N,N'-1,8-napthyl-3,5-dibromophenylboronamide to give the next dendron generation or with an activated core to form a dendrimer.

  DOI：

  10.1021/ol101717c

文献信息

• Facile Iterative Synthesis of Biphenyl Dendrons with a Functionalized Focus
  作者：Ellen J. Wren、Xin Wang、Anthony Farlow、Shih-Chun Lo、Paul L. Burn、Paul Meredith

  DOI：10.1021/ol101717c

  日期：2010.10.1

  An iterative procedure gives 1,3,5-phenyl-linked dendrons of up to the fourth generation and enables the formation of different generations of iridium(III) complex-cored dendrimers. The convergent synthesis uses N,N'-1,8-napthyl-3,5-dibromophenylboronamide as the key building block. The iterative synthesis cycle involves deprotection of the boronamide-focused dendron to form a boronic acid and subsequent Suzuki coupling either with the N,N'-1,8-napthyl-3,5-dibromophenylboronamide to give the next dendron generation or with an activated core to form a dendrimer.