(R)-1-((1-(hexadecyloxy)-3-(pent-4-yn-1-yloxy)propan-2-yl)oxy)hexadecane | 1448599-93-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 甘油脂
• 英文名称: (R)-1-((1-(hexadecyloxy)-3-(pent-4-yn-1-yloxy)propan-2-yl)oxy)hexadecane
• CAS: 1448599-93-6
• 化学式: C₄₀H₇₈O₃
• 分子量: 607.058
• InChiKey: OJNYZNKWVVQUQW-FAIXQHPJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.78
• 重原子数：
  43.0
• 可旋转键数：
  38.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.95
• 拓扑面积：
  27.69
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  5-碘-1-戊炔 、 1,2-o-二十六基-sn-甘油 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 2.5h， 以12%的产率得到(R)-1-((1-(hexadecyloxy)-3-(pent-4-yn-1-yloxy)propan-2-yl)oxy)hexadecane
  参考文献：
  名称：

  Charge Transfer Structure–Reactivity Dependence of Fullerene–Single-Walled Carbon Nanotube Heterojunctions

  摘要：

  Charge transfer at the interface between single-walled carbon nanotubes (SWCNTs) of distinct chiral vectors and fullerenes of various molecular weights is of interest both fundamentally and because of its importance in emerging photovoltaic and optoelectronic devices. One approach for generating isolated, discretized fullerene-SWCNT heterojunctions for spectroscopic investigation is to form an amphiphile, which is able to disperse the latter at the single-SWCNT level in aqueous solution. Herein, we synthesize a series of methanofullerene amphiphiles, including derivatives of C-60, C-70, and C-84, and investigated their electron transfer with SWCNT of specific chirality, generating a structure-reactivity relationship. In the cases of two fullerene derivatives, lipid-C-61-polyethylene glycol (PEG) and lipid-C-71-PEG, band gap dependent, incomplete quenching was observed across all SWCNT species, indicating that the driving force for electron transfer is small. This is further supported by a variant of Marcus theory, which predicts that the energy offsets between the nanotube conduction bands and the C-61 and C-71 LUMO levels are less than the exciton binding energy in SWCNT. In contrast, upon interfacing nanotubes with C-85 methanofullerene, a complete quenching of all semiconducting SWCNT is observed. This enhancement in quenching efficiency is consistent with the deeper LUMO level of C-85 methanofullerene in comparison with the smaller fullerene adducts, and suggests its promise as for SWCNT-fullerene heterojunctions.

  DOI：

  10.1021/ja404636b