6,9,12,15,18-penta-(2,2,2-trifluoroethoxycarbonylmethyl)-1,6,9,12,15,18-hexahydro(C60-I_h)[5,6]fullerene | 951214-43-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: 6,9,12,15,18-penta-(2,2,2-trifluoroethoxycarbonylmethyl)-1,6,9,12,15,18-hexahydro(C60-I_h)[5,6]fullerene
• 英文别名: C60(CH2COOCH2CF3)5H；2,2,2-trifluoroethyl 2-[7,11,24,27-tetrakis[2-oxo-2-(2,2,2-trifluoroethoxy)ethyl]-9H-(C60-Ih)[5,6]fulleren-1-yl]acetate
• CAS: 951214-43-0
• 化学式: C₈₀H₂₁F₁₅O₁₀
• 分子量: 1427.02
• InChiKey: DDHNCVZDLFFWRT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  17.2
• 重原子数：
  105
• 可旋转键数：
  20
• 环数：
  32.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  132
• 氢给体数：
  0
• 氢受体数：
  25

反应信息

• 作为产物：
  描述：

  溴乙酸 2,2,2-三氟乙酯 、 足球烯 在 锌 、 1,3-二甲基-2-咪唑啉酮 、 copper(I) bromide dimethylsulfide complex 作用下， 以 四氢呋喃 、 邻二氯苯 为溶剂， 反应 4.17h， 生成 6,9,12,15,18-penta-(2,2,2-trifluoroethoxycarbonylmethyl)-1,6,9,12,15,18-hexahydro(C60-I_h)[5,6]fullerene
  参考文献：
  名称：

  Synthesis of C₅-Symmetric Functionalized [60]Fullerenes by Copper-Mediated 5-Fold Addition of Reformatsky Reagents

  摘要：

  A variety of Reformatsky reagents were added five times to [60]fullerene in good yield in the presence of a stoichiometric amount of a copper(I) complex. The penta-addition products C-60(CH2CO2R)(5)H (R = Et, t-Bu, CH2CF3, (CH2CH2O)(2)Et, and CH2CH2CCSiMe3) can then be converted to the corresponding penta-hapto metal complexes. When the R group is a (-)-menthyl group, the corresponding metal complex comprises an organometallic complex with a coordination sphere consisting of a homochiral C-5-symmetric environment.

  DOI：

  10.1021/ol702874w

文献信息

• Synthesis of <i>C</i>₅-Symmetric Functionalized [60]Fullerenes by Copper-Mediated 5-Fold Addition of Reformatsky Reagents
  作者：Takahiro Nakae、Yutaka Matsuo、Eiichi Nakamura

  DOI：10.1021/ol702874w

  日期：2008.2.1

  A variety of Reformatsky reagents were added five times to [60]fullerene in good yield in the presence of a stoichiometric amount of a copper(I) complex. The penta-addition products C-60(CH2CO2R)(5)H (R = Et, t-Bu, CH2CF3, (CH2CH2O)(2)Et, and CH2CH2CCSiMe3) can then be converted to the corresponding penta-hapto metal complexes. When the R group is a (-)-menthyl group, the corresponding metal complex comprises an organometallic complex with a coordination sphere consisting of a homochiral C-5-symmetric environment.