C60(CH3CH3CCO2Me)H

• 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: C60(CH3CH3CCO2Me)H
• 英文别名: MIB-C60；methyl 2-(9H-(C60-Ih)[5,6]fulleren-1-yl)-2-methylpropanoate
• 化学式: C₆₅H₁₀O₂
• 分子量: 822.793
• InChiKey: RUUKFAXUNGOUFO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  16.3
• 重原子数：
  67
• 可旋转键数：
  3
• 环数：
  32.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  异丁酸甲酯 、 足球烯 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 正戊烷 、 甲苯 为溶剂， 反应 0.5h， 以20%的产率得到C60(CH3CH3CCO2Me)H
  参考文献：
  名称：

  Synthesis, Isolation via Self-Assembly, and Single-Molecule Observation of a [60]Fullerene-End-Capped Isotactic Poly(methyl methacrylate)

  摘要：

  We report the preparation and single-molecule observation of a high molecular weight C60-end-capped, stereoregular poly(methyl methacrylate) (PMMA-C60) with a precisely controlled structure. The highly isotactic PMMA-C60 (mm = 98%) with a narrow molecular weight distribution was synthesized by the stereospecific anionic living polymerization of tert-butyl methacrylate followed by end-capping with C60, hydrolysis of the pendant esters, and methylation with CH3I. Although the functionality of the C60 (fC60) of the as-prepared isotactic PMMA was imperfect (ca. 40%), the completely C60-end-capped PMMA (fC60 approximately 100%) was successfully isolated through self-assembly of the PMMA-C60 in a polar solvent by size exclusion chromatography. Furthermore, the individual PMMA chains together with the covalently bonded terminal C60 molecules were clearly visualized by atomic force microscopy, which definitely showed the structure of the isolated PMMA-C60.

  DOI：

  10.1021/ja052166b

文献信息

• Mono- and Penta-Addition of Enol Silyl Ethers to [60]Fullerene
  作者：Eiichi Nakamura、Shinsuke Mouri、Yuki Nakamura、Koji Harano、Hiroyuki Isobe

  DOI：10.1021/ol8020379

  日期：2008.11.6

  The reaction of 1-alkoxy-1-siloxyethene with [60]fullerene in 20% DMSO/chlorobenzene at ambient temperature under an oxygen atmosphere gave a penta-addition product, while the reaction of 1-alkoxy-1-siloxyalkenes or 1,2-siloxyalkenes under argon gave monoaddition products. The new method has merits over the previously reported syntheses of these compounds in that the synthesis does not require the

  1-烷氧基-1-硅氧乙烯与[60]富勒烯在20％DMSO /氯苯中的环境温度下，在氧气气氛下的反应生成了五价加成产物，而1-烷氧基-1-甲硅烷基烯烃或1,2的反应在氩气下的-甲硅烷氧基烯烃得到一元加成产物。该新方法优于先前报道的这些化合物的合成，因为该合成不需要使用重金属或光解条件，并且可以在简单温和的条件下进行。
• Synthesis, Isolation via Self-Assembly, and Single-Molecule Observation of a [60]Fullerene-End-Capped Isotactic Poly(methyl methacrylate)
  作者：Takehiro Kawauchi、Jiro Kumaki、Eiji Yashima

  DOI：10.1021/ja052166b

  日期：2005.7.1

  We report the preparation and single-molecule observation of a high molecular weight C60-end-capped, stereoregular poly(methyl methacrylate) (PMMA-C60) with a precisely controlled structure. The highly isotactic PMMA-C60 (mm = 98%) with a narrow molecular weight distribution was synthesized by the stereospecific anionic living polymerization of tert-butyl methacrylate followed by end-capping with C60, hydrolysis of the pendant esters, and methylation with CH3I. Although the functionality of the C60 (fC60) of the as-prepared isotactic PMMA was imperfect (ca. 40%), the completely C60-end-capped PMMA (fC60 approximately 100%) was successfully isolated through self-assembly of the PMMA-C60 in a polar solvent by size exclusion chromatography. Furthermore, the individual PMMA chains together with the covalently bonded terminal C60 molecules were clearly visualized by atomic force microscopy, which definitely showed the structure of the isolated PMMA-C60.