Bis[4-[[tert-butyl(diphenyl)silyl]oxymethyl]phenyl]methanone | 162896-91-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: Bis[4-[[tert-butyl(diphenyl)silyl]oxymethyl]phenyl]methanone
• CAS: 162896-91-5
• 化学式: C₄₇H₅₀O₃Si₂
• 分子量: 719.083
• InChiKey: BUOPLFOQIBBKRF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.07
• 重原子数：
  52
• 可旋转键数：
  14
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Bis[4-[[tert-butyl(diphenyl)silyl]oxymethyl]phenyl]methanone 在 lithium aluminium tetrahydride 、 三氯化铝 、 四丁基氟化铵 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 20.0h， 生成 双(4-(羟甲基)苯基)甲烷
  参考文献：
  名称：

  Denholm, Alistair A.; George, Maurice H.; Hailes, Helen C., Journal of the Chemical Society. Perkin transactions I, 1995, # 5, p. 541 - 548

  摘要：

  DOI：
• 作为产物：
  描述：

  bis(4-bromomethylphenyl)methanone 在 4-二甲氨基吡啶 、 高氯酸 、 三乙胺 、 mercury(II) oxide 作用下， 以 四氢呋喃 、 乙二醇二甲醚 为溶剂， 反应 3.0h， 生成 Bis[4-[[tert-butyl(diphenyl)silyl]oxymethyl]phenyl]methanone
  参考文献：
  名称：

  Photophysical Properties of Three Methanofullerene Derivatives

  摘要：

  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.

  DOI：

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

文献信息

• Denholm, Alistair A.; George, Maurice H.; Hailes, Helen C., Journal of the Chemical Society. Perkin transactions I, 1995, # 5, p. 541 - 548
  作者：Denholm, Alistair A.、George, Maurice H.、Hailes, Helen C.、Tiffin, Peter J.、Widdowson, David A.

  DOI：——

  日期：——
• 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.