1,1'-bis(4-tert-butoxycarbonylphenyl)-C61 | 174471-79-5

• 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: 1,1'-bis(4-tert-butoxycarbonylphenyl)-C61
• 英文别名: 1',1'-Bis(4-tert-butoxycarbonylphenyl)-1,2-methano[60]fullerene
• CAS: 174471-79-5
• 化学式: C₈₃H₂₆O₄
• 分子量: 1087.12
• InChiKey: IMIKJGMBCSYLEM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  19.3
• 重原子数：
  87
• 可旋转键数：
  8
• 环数：
  35.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,1'-bis(4-tert-butoxycarbonylphenyl)-C61 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 以87%的产率得到1',1'-Bis(4-carboxyphenyl)-1,2-methano[60]fullerene
  参考文献：
  名称：

  Synthesis and solubility properties of C60 fullerene derivatives bearing carboxy groups

  摘要：

  制备了双(4-叔丁氧羰基苯基)重氮甲烷，并将其与富勒烯（C60）反应，得到相应的1,2-亚甲基衍生物，用三氟乙酸水解后得到标题化合物。测定了后者在水合四氢呋喃中的溶解度。

  DOI：

  10.1039/p19960000063
• 作为产物：
  描述：

  足球烯 、 bis(4-tert-butoxycarbonylphenyl)methanone p-tolylsulfonylhydrazone 在 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 邻二氯苯 、 甲苯 为溶剂， 反应 48.5h， 以25%的产率得到1,1'-bis(4-tert-butoxycarbonylphenyl)-C61
  参考文献：
  名称：

  Soluble fullerene derivatives

  摘要：

  揭示了可溶性的二芳基甲基富勒烯衍生物，它们作为有机薄膜太阳能电池的受体具有很好的效果。它们有助于构成高效的有机薄膜太阳能电池。

  公开号：

  US20090176995A1

文献信息

• Soluble fullerene derivatives
  申请人：Toru Takeshi

  公开号：US20090176995A1

  公开（公告）日：2009-07-09

  Disclosed are soluble diarylmethanofullerene derivatives that are effective as acceptors for organic thin-film solar batteries. They help to constitute effective organic thin-film solar batteries.

  揭示了可溶性的二芳基甲基富勒烯衍生物，它们作为有机薄膜太阳能电池的受体具有很好的效果。它们有助于构成高效的有机薄膜太阳能电池。
• Synthesis and solubility properties of C60 fullerene derivatives bearing carboxy groups
  作者：Hideo Tomioka、Katsutoshi Yamamoto

  DOI：10.1039/p19960000063

  日期：——

  Bis(4-tert-butoxycarbonylphenyl)diazomethanes have been prepared and treated with fullerene (C60) to give the corresponding 1,2-methano derivatives which upon hydrolysis with CF3CO2H gave the title compounds. The solubility of the latter in aqueous THF has been measured.

  制备了双(4-叔丁氧羰基苯基)重氮甲烷，并将其与富勒烯（C60）反应，得到相应的1,2-亚甲基衍生物，用三氟乙酸水解后得到标题化合物。测定了后者在水合四氢呋喃中的溶解度。
• Photophysical Properties of Three Methanofullerene Derivatives
  作者：René V. Bensasson、Elisabeth Bienvenüe、Claude Fabre†、Jean-Marc Janot、Edward J. Land、Sydney Leach、Virginie Leboulaire、André Rassat、Stéphane Roux、Patrick Seta

  DOI：10.1002/(sici)1521-3765(19980210)4:2<270::aid-chem270>3.0.co;2-5

  日期：1998.2.10

  The [6,6]-ring bridged methanofullerenes 61,61-bis[4-tert-butylbenzoate]-1,2-dihydro-1,2-methanofullerene[60] (1), 61,61-bis[4-(tert-butyldiphenylsilyloxymethyl)phenyl]-1,2-dihydro-1,2-methanofullerene[60] (2), and 61-[(ethoxycarbonyl)methylcarboxylate]-1,2-dihydro-1,2-methanofullerene[60] (3) were synthesized by the Diederich method (3) or the Wudl method via tosylhydrazone salts (1 and 2). Groundstate absorption spectra of the methanofullerenes in toluene and cyclohexane solutions are presented and possible assignments discussed. The sharp, 430 nm transition is associated with the existence of less than 60 pi electrons, whereas a broad band peaking at 495 nm as well as weak features in the 700 nm region could be related to forbidden transitions of C-60. The allowed transitions of C,, in the UV region are modified relatively little in the methanofullerenes. Laser flash photolysis and pulse radiolysis techniques were used to obtain triplet-triplet absorption spectra between 400 and 1100 nm and determine photophysical properties. The three methanofullerenes have very similar T-T spectra, with a strong peak at 720 nm whose molar absorption coefficient is of the order of 14000 M(-1)cm(-1) somewhat lower than the 20200 M(-1)cm(-1) measured for the corresponding 750 nm band of C-60 Values near unity were determined for Phi(Delta) the quantum yield for O-1(2)((1) Delta(g)) production by energy transfer from the triplet state of the three methanofullerenes, implying that the quantum yield of triplet production of each is approximate to 1. The results indicate that it is possible for the spectroscopic and photophysical properties of methanofullerenes to vary little with the nature of the methano adduct and to undergo only slight modifications with respect to the corresponding properties of C-60. UP to now, this has been found valid only when the functionalization does not involve an electron donor, The biological photosensitization efficiencies of these methanofullerenes are therefore expected to be similar to those of C-60 but with their hydrophobicity and intracellular site delivery modulated by the nature of the methano-adduct.