1-(Dimethyloctylsilylmethyl)-1,9-dihydro(C60-Ih)[5,6]fullerene | 1082487-40-8

• 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: 1-(Dimethyloctylsilylmethyl)-1,9-dihydro(C60-Ih)[5,6]fullerene
• 英文别名: 1-(Dimethyloctylsilylmethyl)-1,9-dihydro(C60-I_h)[5,6]fullerene
• CAS: 1082487-40-8
• 化学式: C₇₁H₂₆Si
• 分子量: 907.073
• InChiKey: OQTPMGBZVUSSNK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  21.21
• 重原子数：
  72.0
• 可旋转键数：
  9.0
• 环数：
  32.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  1-碘-1H,1H,2H,2H-全氟辛烷 、 1-(Dimethyloctylsilylmethyl)-1,9-dihydro(C60-Ih)[5,6]fullerene 在 potassium tert-butylate 作用下， 以 四氢呋喃 、 苯甲腈 为溶剂， 反应 12.17h， 以61%的产率得到1-(1,1,1,2,2,3,3,4,4,5,5,6,6-tridecafluorooctyl)-7-dimethyloctylsilylmethyl-1,7-dihydro(C60-I_h)[5,6]fullerene
  参考文献：
  名称：

  Regioselective Synthesis of 1,4-Di(organo)[60]fullerenes through DMF-assisted Monoaddition of Silylmethyl Grignard Reagents and Subsequent Alkylation Reaction

  摘要：

  Monoaddition of Grignard reagents, in particular tri(organo)silylmethyl magnesium chlorides, to [60]fullerene took place smoothly in the presence of dimethylformamideto produce (organo)(hydro)[60]fullerenes, (C60RH)-H-1, in good yield (up to 93% isolated yield). The hydrofullerene was then deprotonated to generate the corresponding anion, C60R-, which was then alkylated to obtain 58 pi-electron di(organo)[60]fullerenes, (C60RR2)-R-1, in good to high yield (up to 93% overall yield). The two-step methodology provides a wide variety of 1,4-di(organo)[60] fullerenes bearing the same or different organic addends on the [60] fullerene core. By changing the addends, one can control the chemical and physical properties of the compounds at the molecular and bulk levels.

  DOI：

  10.1021/ja8041299
• 作为产物：
  描述：

  (n-C8H17)Me2SiCH2SiMgCl 、 足球烯 在 N,N-二甲基甲酰胺 作用下， 以 四氢呋喃 、 邻二氯苯 为溶剂， 反应 0.08h， 以85%的产率得到1-(Dimethyloctylsilylmethyl)-1,9-dihydro(C60-Ih)[5,6]fullerene
  参考文献：
  名称：

  Regioselective Synthesis of 1,4-Di(organo)[60]fullerenes through DMF-assisted Monoaddition of Silylmethyl Grignard Reagents and Subsequent Alkylation Reaction

  摘要：

  Monoaddition of Grignard reagents, in particular tri(organo)silylmethyl magnesium chlorides, to [60]fullerene took place smoothly in the presence of dimethylformamideto produce (organo)(hydro)[60]fullerenes, (C60RH)-H-1, in good yield (up to 93% isolated yield). The hydrofullerene was then deprotonated to generate the corresponding anion, C60R-, which was then alkylated to obtain 58 pi-electron di(organo)[60]fullerenes, (C60RR2)-R-1, in good to high yield (up to 93% overall yield). The two-step methodology provides a wide variety of 1,4-di(organo)[60] fullerenes bearing the same or different organic addends on the [60] fullerene core. By changing the addends, one can control the chemical and physical properties of the compounds at the molecular and bulk levels.

  DOI：

  10.1021/ja8041299