9-(1',4',7'-tris-hydroxyethyl-cyclen)methylanthracene

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 9-(1',4',7'-tris-hydroxyethyl-cyclen)methylanthracene
• 英文别名: 2-[7-(Anthracen-9-ylmethyl)-4,10-bis(2-hydroxyethyl)-1,4,7,10-tetrazacyclododec-1-yl]ethanol
• 化学式: C₂₉H₄₂N₄O₃
• 分子量: 494.677
• InChiKey: XSIRNKUKBASQCE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  36
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  73.6
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  9-(1',4',7'-tris-hydroxyethyl-cyclen)methylanthracene 在 sodium tetrahydroborate 作用下， 以 异丙醇 为溶剂， 反应 2.0h， 以53%的产率得到
  参考文献：
  名称：

  Supramolecular Synthesis through Dihydrogen Bonds: Self-Assembly of Controlled Architectures from NaBH4⋅Poly(2-hydroxyethyl)cyclen Building Blocks

  摘要：

  A systematic investigation of molecular structures/supramolecular organization relationships in dihydrogen-bonded complexes comprising NaBH, and poly-2-hydroxyethyl-cyclen (poly-HEC) building blocks is reported. Like in the prototype compound 1, a (NaBH4-poly-HEC)(2) dimeric arrangement has been found in the analogous structures 3 and 5. but not in compound 2. which lacks dihydrogen bonds. The exact connectivity of the dimers is determined by a complex interplay of noncovalent interactions such as OH (...) HB dihydrogen bonds, OH (...) O conventional hydrogen bonds, Na-O and Na-N coordinative bonds, and dispersion interactions. The persistent recurrence of this general supramolecular motif permits controlled assembly of extended networks with desired architectures, by the use of appropriate spacers for linking the dimers, as demonstrated by the solid-state structure of 7. Additionally, the intrinsic solid-state reactivity of these dihydrogen-bonded networks makes this approach a promising strategy for the rational construction of functional extended covalent solids.

  DOI：

  10.1002/1521-3765(20020104)8:1<302::aid-chem302>3.0.co;2-k
• 作为产物：
  描述：

  环氧乙烷 、 1-(anthracen-9-ylmethyl)-1,4,7,10-tetraazacyclododecane 以 乙醇 为溶剂， 反应 3.0h， 以42%的产率得到9-(1',4',7'-tris-hydroxyethyl-cyclen)methylanthracene
  参考文献：
  名称：

  Supramolecular Synthesis through Dihydrogen Bonds: Self-Assembly of Controlled Architectures from NaBH4⋅Poly(2-hydroxyethyl)cyclen Building Blocks

  摘要：

  A systematic investigation of molecular structures/supramolecular organization relationships in dihydrogen-bonded complexes comprising NaBH, and poly-2-hydroxyethyl-cyclen (poly-HEC) building blocks is reported. Like in the prototype compound 1, a (NaBH4-poly-HEC)(2) dimeric arrangement has been found in the analogous structures 3 and 5. but not in compound 2. which lacks dihydrogen bonds. The exact connectivity of the dimers is determined by a complex interplay of noncovalent interactions such as OH (...) HB dihydrogen bonds, OH (...) O conventional hydrogen bonds, Na-O and Na-N coordinative bonds, and dispersion interactions. The persistent recurrence of this general supramolecular motif permits controlled assembly of extended networks with desired architectures, by the use of appropriate spacers for linking the dimers, as demonstrated by the solid-state structure of 7. Additionally, the intrinsic solid-state reactivity of these dihydrogen-bonded networks makes this approach a promising strategy for the rational construction of functional extended covalent solids.

  DOI：

  10.1002/1521-3765(20020104)8:1<302::aid-chem302>3.0.co;2-k