1-pyrenebutyric acid N-propargylamide | 811810-80-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 英文名称: 1-pyrenebutyric acid N-propargylamide
• 英文别名: N-prop-2-ynyl-4-pyren-4-ylbutanamide
• CAS: 811810-80-7
• 化学式: C₂₃H₁₉NO
• 分子量: 325.41
• InChiKey: FFSOIZMDTSVCTH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1-pyrenebutyric acid 、 炔丙胺 在 4-(4,6-二甲氧基三嗪-2-基)-4-甲基吗啉盐酸盐 作用下， 以 乙酸乙酯 为溶剂， 以61%的产率得到1-pyrenebutyric acid N-propargylamide
  参考文献：
  名称：

  Tuning of Fluorescence by Controlling the Secondary Structure of Amino Acid-Based Poly(N-propargylamides) Having Pendant Pyrene Groups

  摘要：

  Copolymerizations of 1-pyrenebutyric acid N-propargylamide (PY) with chiral amino acid-based N-propargylamides, N-(tert-butoxycarbonyl)-L-valine-N-propargylamide (LV) and N-(tert-butoxycarbonyl)-D-alanine-N-propargylamide (DA) were conducted with (nbd)Rh+[eta(6)-C6H5B-(C6H5)(3)] as a catalyst to obtain novel pyrene-functionalized helical poly(N-propargylamides). The controllable secondary structure of the copolymers by various compositions of the chiral amino acid units or solvent environment led to a controlled orientation of the side-chain pyrene. For instance, poly(PY30-co-LV70) exhibited a large specific rotation and a CD signal, while it emitted very weak fluorescence. On the other hand, poly(PY30-co-LV35-co-DA(35)) exhibited a small specific rotation and a CD signal, while it emitted fluorescence eight times larger than poly(PY30-co-LV70) did. The CD signal disappeared by the addition of MeOH to a THF solution of poly(PY30-co-LV70), while the fluorescence intensity increased.

  DOI：

  10.1021/ma048833n