N-ethoxycarbonyl<60>fullereno<1',2':2,3>aziridine | 155382-83-5

• 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: N-ethoxycarbonyl<60>fullereno<1',2':2,3>aziridine
• CAS: 155382-83-5
• 化学式: C₆₃H₅NO₂
• 分子量: 807.738
• InChiKey: UGOYKLYPNCSLRO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.7
• 重原子数：
  66
• 可旋转键数：
  2
• 环数：
  33.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  29.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-ethoxycarbonyl<60>fullereno<1',2':2,3>aziridine 在 三甲基氯硅烷 、 苯酚 作用下， 以 二氯甲烷 为溶剂， 以95%的产率得到<60>fullereno<1',2':4,5>oxazolidin-2-one
  参考文献：
  名称：

  [60]富勒烯表面的化学转化：[60]富勒烯[1'，2'：4,5]恶唑烷-2-酮的合成

  摘要：

  从取代的O -4-硝基苯基磺酰基异羟肟酸中碱诱导的α消除已被用作[60]富勒烯捕获的温和的腈。在苯酚/氯三甲基硅烷的影响下，带有N-乙氧羰基的[60] fullereno [1'，2'：2,3]氮丙啶的重排导致标题化合物的定量形成，该标题化合物可以裂解生成1-羟基-2- N-甲基氨基[60]富勒烯。

  DOI：

  10.1016/0040-4039(94)88429-3
• 作为产物：
  描述：

  乙基叠氮基甲酸酯 、 足球烯 以 甲苯 为溶剂， 反应 2.0h， 以24%的产率得到N-ethoxycarbonyl<60>fullereno<1',2':2,3>aziridine
  参考文献：
  名称：

  Oxazolidinofullerene

  摘要：

  The first synthesis of the oxazolidinofullerene 2 has been achieved by cycloaddition of C-60 with N(3)CO(2)Et, followed by the treatment of the product with BBr3 at room temperature. The structure of 2 was unambiguously established by spectroscopic means (C-13 NMR and MS). Methylcyclohexane solutions of aziridinofullerene 1a and oxazolidinofullerene 2 exhibited, at ambient temperature, fluorescence emission at lambda(max) 686 and 691 nm, respectively. with vibronic fine structure. The fluorescence lifetimes and quantum yields for 1a and 2 have been measured.

  DOI：

  10.1039/p19940003355

文献信息

• Oxazolidinofullerene
  作者：Lung-Lin Shiu、Kuo-Ming Chien、Tsang-Yu Liu、Tsung-I Lin、Guor-Rong Her、Shou-Ling Huang、Tien-Yau Luh

  DOI：10.1039/p19940003355

  日期：——

  The first synthesis of the oxazolidinofullerene 2 has been achieved by cycloaddition of C-60 with N(3)CO(2)Et, followed by the treatment of the product with BBr3 at room temperature. The structure of 2 was unambiguously established by spectroscopic means (C-13 NMR and MS). Methylcyclohexane solutions of aziridinofullerene 1a and oxazolidinofullerene 2 exhibited, at ambient temperature, fluorescence emission at lambda(max) 686 and 691 nm, respectively. with vibronic fine structure. The fluorescence lifetimes and quantum yields for 1a and 2 have been measured.
• Fluorescence of fullerene derivatives at room temperature
  作者：Syh-Kun Lin、Lung-Lin Shiu、Kuo-Ming Chien、Tien-Yau Luh、Tsung-I Lin

  DOI：10.1021/j100001a019

  日期：1995.1

  The absorption and fluorescence spectral properties of fullerene (C-60) and its derivatives C60C4H6, C60C5H6, C(60)CHCO(2)Et, and C(60)NCO(2)Et at room temperature were investigated. Breaking the structural symmetry of C-60 results in enhancing the fluorescence quantum yield 2-3-fold in some derivatives. Thus, the room temperature fluorescence of fullerene compounds could be detected more readily. New absorption bands and altered fluorescence spectra were observed in the derivatives. The Stokes' shifts of the derivatives are small, about 4-5 nm, compared to 68 nm for the parent compound. The time-resolved fluorescence decay study indicates that all four fullerene derivatives have a single fluorescence lifetime of ca. 1.2-1.4 ns, which is about the same as that for C-60 (ca. 1.3 ns). Aliphatic solvents have little influence on the absorption or fluorescence spectral profile except on the extinction coefficient whereas aromatic and polar solvents strongly interact with the fullerene derivatives, causing a peak broadening effect.
• Chemical transformations on the surface of [60]fullerene: Synthesis of [60]fullereno[1′,2′:4,5]oxazolidin-2-one
  作者：Malcolm R. Banks、J.I.G. Cadogan、Ian Gosney、Philip K.G. Hodgson、Patrick R.R. Langridge-Smith、John R.A. Millar、Alan T. Taylor

  DOI：10.1016/0040-4039(94)88429-3

  日期：1994.11

  acids has been used as a mild source of nitrenes for capture by [60]fullerene; rearrangment of the resulting [60]fullereno[1′,2′:2,3]aziridine bearing a N-ethoxycarbonyl grouping under the influence of phenol/chlorotrimethylsilane results in the quantitative formation of the title compound which can be cleaved to yield 1-hydroxy-2-N-methylamino[60]fullerene.

  从取代的O -4-硝基苯基磺酰基异羟肟酸中碱诱导的α消除已被用作[60]富勒烯捕获的温和的腈。在苯酚/氯三甲基硅烷的影响下，带有N-乙氧羰基的[60] fullereno [1'，2'：2,3]氮丙啶的重排导致标题化合物的定量形成，该标题化合物可以裂解生成1-羟基-2- N-甲基氨基[60]富勒烯。