(C6H13)Me2SiCH2MgCl | 1082487-26-0

• 分子结构分类: 有机化合物
• 英文名称: (C6H13)Me2SiCH2MgCl
• CAS: 1082487-26-0
• 化学式: C₉H₂₁ClMgSi
• 分子量: 217.109
• InChiKey: SPKUOGGMNSWVOT-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  4.09
• 重原子数：
  12.0
• 可旋转键数：
  7.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 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：

  (C6H13)Me2SiCH2MgCl 、 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83%的产率得到C60(CH2SiMe2C6H13)H
  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

文献信息

• Highly Soluble Penta[(alkyl)dimethylsilylmethyl][60]fullerenes and Their Ruthenium and Palladium Complexes
  作者：Yutaka Matsuo、Ayako Muramatsu、Jiang Lu、Eiichi Nakamura

  DOI：10.1246/cl.2010.342

  日期：2010.4.5

  Copper-mediated fivefold addition of RMe2SiCH2MgCl to [60]fullerene produces C60(CH2SiMe2R)5H (R = H, Et, n-Bu, and n-hexyl), which can be further converted into ruthenium and palladium complexes. These organofullerenes and metal–fullerene complexes, particularly when R = n-Hex, are highly soluble in various organic solvents, e.g., 107 mg mL−1 solubility in EtOAc and >1000 mg mL−1 in hexane, where C60Me5H is essentially insoluble.

  RMe2SiCH2MgCl 在铜介导下五次加成到[60]富勒烯上，生成 C60(CH2SiMe2R)5H（R = H、Et、n-Bu 和正己基），可进一步转化为钌和钯配合物。这些有机富勒烯和金属富勒烯配合物，特别是当 R = n-Hex 时，在各种有机溶剂中高度溶解，例如，在 EtOAc 中的溶解度为 107 mg mL−1，在己烷中的溶解度>1000 mg mL−1，其中 C60Me5H 基本上不溶。