5-(11-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy)undecyl)-2,2'-bipyridine | 1351523-20-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 5-(11-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy)undecyl)-2,2'-bipyridine
• CAS: 1351523-20-0
• 化学式: C₃₃H₄₅BN₂O₃
• 分子量: 528.543
• InChiKey: CTYDXNZXBZGUFG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.58
• 重原子数：
  39.0
• 可旋转键数：
  15.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  53.47
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  5-((4-((2,6-dibromo-4-(3,3-diethyltriaz-1-en-1-yl)phenyl)ethynyl)phenyl)ethynyl)-2,2'-bipyridine 、 5-(11-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy)undecyl)-2,2'-bipyridine 在 四(三苯基膦)钯 、 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 48.0h， 以72%的产率得到N-ethyl-N-[[4-[2-[4-[2-(6-pyridin-2-ylpyridin-3-yl)ethynyl]phenyl]ethynyl]-3,5-bis[4-[11-(6-pyridin-2-ylpyridin-3-yl)undecoxy]phenyl]phenyl]diazenyl]ethanamine
  参考文献：
  名称：

  Synthesis and properties of Zn-porphyrin with bipyridine-terminated side chains: large conformational change induced by metal complexation

  摘要：

  Zinc porphyrin (1) containing 2,2'-bipyridyl units at the peripheral ends of both conjugated and alkyl side chains was prepared. Upon addition of Fe(II), the three bipyridyl terminals at both ends bind to Fe(II)s to form 1:2 complex 1.2Fe. The formation of 1.2Fe induced a large conformational change in the alkyl side chains and moderately affected the binding between the zinc porphyrin and an imidazole ligand. These results show that this method is useful for the communication between the porphyrin functional site and the remote metal-binding site. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.11.041
• 作为产物：
  描述：

  5-(11-bromoundecyl)-2,2'-bipyridine 、 4-羟基苯硼酸频哪醇酯 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以65%的产率得到5-(11-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy)undecyl)-2,2'-bipyridine
  参考文献：
  名称：

  Synthesis and properties of Zn-porphyrin with bipyridine-terminated side chains: large conformational change induced by metal complexation

  摘要：

  Zinc porphyrin (1) containing 2,2'-bipyridyl units at the peripheral ends of both conjugated and alkyl side chains was prepared. Upon addition of Fe(II), the three bipyridyl terminals at both ends bind to Fe(II)s to form 1:2 complex 1.2Fe. The formation of 1.2Fe induced a large conformational change in the alkyl side chains and moderately affected the binding between the zinc porphyrin and an imidazole ligand. These results show that this method is useful for the communication between the porphyrin functional site and the remote metal-binding site. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.11.041