富勒烯二聚体C120 | 155774-88-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 中文名称: 富勒烯二聚体C120
• 英文名称: Fullerene dimer C120
• 英文别名: [60]fullerene dimer；fullerene
• CAS: 155774-88-2
• 化学式: C₁₂₀
• 分子量: 1441.32
• InChiKey: SKUDZBYWBZCTQV-UHFFFAOYSA-N

物化性质

• 密度：
  3.91±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  32.62
• 重原子数：
  120.0
• 可旋转键数：
  0.0
• 环数：
  65.0
• sp3杂化的碳原子比例：
  0.03
• 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：

  富勒烯二聚体C120 以 邻二氯苯 为溶剂， 反应 0.25h， 生成 足球烯
  参考文献：
  名称：

  Mechanochemical Synthesis and Characterization of the Fullerene Dimer C₁₂₀

  摘要：

  The bulk synthesis of the [2 + 2] dimer of fullerene C-60 was achieved by the solid-state mechanochemical reaction of C-60 with KCN by the use of a high-speed vibration milling (HSVM) technique. This reaction took place also by the use of potassium salts such as K2CO8 and CH3CO2K, metals such as Li, Na, K, Mg, Al, and Zn, and organic bases such as 4-(dimethylamino)- and 4-aminopyridine, Under optimum conditions, the reaction afforded only the dimer C-120 and unchanged C-60 in a ratio of about 3:7 (by weight) regardless of the reagent, used. The dimer C-120 was fully characterized by IR, W-vis, C-13 NMR, and TOF MS spectroscopies, cyclic voltammetry, and differential scanning calorimetry. Comparison of the IR and C-13 NMR spectral data of C-120 with those reported for all-carbon C-60 polymers implied that, the [2 + 2] dimer Ciao represents the essential subunit of these polymers. The dimer C-120 underwent facile dissociation into two C-60 molecules by heat, HSVM treatment, exposure to room light, or electrochemical reduction. The dimer C-120 encapsulating He-3 in one of the C-60 cages was synthesized and was used to confirm the scrambling of a C-60 cage between the monomer and the dimer during the HSVM reaction. A possible mechanism for the selective formation of the dimer C-120 is proposed.

  DOI：

  10.1021/jo981319t
• 作为产物：
  描述：

  足球烯 以 neat (no solvent, solid phase) 为溶剂， 生成 富勒烯二聚体C120
  参考文献：
  名称：

  富勒烯 C60 结晶二聚体在 T → 0 至 340 K 范围内在标准压力下的热力学

  摘要：

  摘要 通过绝热真空量热法，富勒烯 C 60 的结晶二聚体的热容量的温度依赖性已在标准压力下在 6-340 K 范围内确定。在 46 和 56 K 之间，已经发现二聚体的玻璃状转变，其性质可能类似于对 C 60 描述的转变。结果用于计算二聚体的热力学函数：热容 C p ∘ ( T )、焓 H ° ( T )− H ° (0)、熵 S ° ( T )− S ° (0) 和 Gibbs函数 G ° ( T )− H ° (0) 在 T → 0 到 340 K 的范围内。对于德拜热容理论的多重分形变体的热容函数中的 TD 进行了估计，并且在 20-45 K发现范围 D 为 1。这表明二聚体的链结构。二聚体的热容量已与初始富勒体 C 60 的热容量进行了比较。已经计算了在 T = 298.15 K 和标准压力下由石墨形成结晶二聚体的标准熵，以及初始富勒体 C 60 到结晶二聚体的转变熵。

  DOI：

  10.1016/s0040-6031(02)00450-1

文献信息

• A Supramolecular [10]CPP Junction Enables Efficient Electron Transfer in Modular Porphyrin–[10]CPP⊃Fullerene Complexes
  作者：Youzhi Xu、Bingzhe Wang、Ramandeep Kaur、Martin B. Minameyer、Michael Bothe、Thomas Drewello、Dirk M. Guldi、Max von Delius

  DOI：10.1002/anie.201802443

  日期：2018.9.3

  electron transfer was observed across a [10]cycloparaphenylene ([10]CPP) moiety that serves as a rigid non‐covalent bridge between a zinc porphyrin and a range of fullerenes. The preparation of iodo‐[10]CPP is the key to the synthesis of a porphyrin–[10]CPP conjugate, which binds C60, C70, (C60)2, and other fullerenes (KA>105 m−1). Fluorescence and pump–probe spectroscopy revealed intramolecular energy

  在[10]环对亚苯基（[10] CPP）部分上观察到有效的光诱导电子转移，该部分充当卟啉锌与一系列富勒烯之间的刚性非共价桥。碘[10]的制备CPP的关键在于一个卟啉[10] CPP缀合物，其结合C的合成60，C 70，（C 60）2，和其他富勒烯（ķ甲> 10 5 米- 1个）。荧光光谱和泵浦探针光谱显示了CPP和卟啉之间的分子内能量转移以及卟啉和富勒烯之间的有效电荷分离，可提供长达0.5μs的寿命电荷分离态。在哑铃形（C 60）2的情况下，这种方法对电子供体-受体二元组的优势显而易见，它在1：1和2：1的络合物中具有复杂的电荷转移行为。这些结果表明，[10] CPP及其交叉偶联的衍生物可以充当有机电子设备中电荷传输的超分子介质。
• First synthesis of a highly symmetrical decakis-adduct of fullerene dimer C120
  作者：Koichi Fujiwara、Koichi Komatsu

  DOI：10.1039/b105191c

  日期：——

  The highly symmetrical decakis-cyclopropanated derivative of C120 was synthesized using template activation and the structure was determined by X-ray crystallography; the decakis-adduct was converted into the eicosa-carboxylic acid derivative that is water soluble.

  利用模板活化法合成了高度对称的癸基环丙烷化 C120 衍生物，并通过 X 射线晶体学确定了其结构；癸基加成物被转化为可溶于水的二十碳羧酸衍生物。
• Positive Heterotropic Cooperativity for Selective Guest Binding via Electronic Communications through a Fused Zinc Porphyrin Array
  作者：Hiroshi Sato、Kentaro Tashiro、Hideyuki Shinmori、Atsuhiro Osuka、Yasujiro Murata、Koichi Komatsu、Takuzo Aida

  DOI：10.1021/ja052993c

  日期：2005.9.28

  Upon binding with C60 and diamines, such as 4,4'-bipyridine (bpy) and N,N,N',N'-tetramethylhexane-1,6-diamine (TMHDA), cyclic host 1 possessing two electronically coupled binding sites displays negative homotropic cooperativity and positive heterotropic cooperativity, and their ternary mixtures preferentially form inclusion complexes with hetero-guest pairs 1 supersetC60*bpy and 1 supersetC60*TMHDA

  与 C60 和二胺结合后，例如 4,4'-联吡啶 (bpy) 和 N,N,N',N'-四甲基己烷-1,6-二胺 (TMHDA)，具有两个电子耦合结合位点的环状宿主 1 显示负同向协同和正异向协同，它们的三元混合物在适当条件下优先与异客体对 1 supersetC60*bpy 和 1 supersetC60*TMHDA 形成包合物。在 20 摄氏度的甲苯中的光谱滴定曲线表明，C60 与单二胺配合物 1 supersetbpy (2.8 x 105 M-1) 和 1 supersetTMHDA (1.5 x 105 M-1) 的缔合常数 (Kassoc) 是 8.5 和 4.5 倍分别为 C60 和无客 1 (3.3 x 104 M-1)。另一方面，单 C60 复合体 1 supersetC60 是 6。1 倍比无客人 1 TMHDA 更容易访问。不存在 1 时的吸收光谱表明 C60 和二胺之间没有直接相互作用。
• Enhanced photoinduced oligomerization of fullerene via radical coupling between fullerene radical cation and radical anion using 9-mesityl-10-methylacridinium ion
  作者：Kei Ohkubo、Ryosuke Iwata、Takahiro Yanagimoto、Shunichi Fukuzumi

  DOI：10.1039/b705289h

  日期：——

  Photocatalytic oligomerization of fullerene in toluene-acetonitrile solution occurs efficiently via electron-transfer reactions with the photogenerated electron-transfer state of 9-mesityl-10-methylacridinium ion, followed by the radical coupling reaction between fullerene radical cation and radical anion.

  富勒烯在甲苯-乙腈溶液中的光催化低聚反应是通过电子转移反应实现的，该转移反应具有9-间甲氧基-10-甲基ac离子的光生电子转移态，然后发生富勒烯自由基阳离子与自由基阴离子之间的自由基偶联反应。
• The fullerene cross-dimer C130: synthesis and properties
  作者：Koichi Komatsu、Koichi Fujiwara、Yasujiro Murata

  DOI：10.1039/b003719m

  日期：——

  The fullerene C60–C70 cross-dimer C130 was synthesized by the mechanochemical solid-state reaction using a high-speed vibration milling technique, and was characterized by UV-vis and 13C NMR spectroscopy as well as electrochemical methods.

  富勒烯 C60–C70 交叉二聚体 采用机械力化学固相反应合成C130 采用高速振动铣削技术，其特点是 UV-vis 和 13C NMR 光谱以及电化学 方法。