| 1265172-85-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• CAS: 1265172-85-7
• 化学式: C₆₇H₅NO
• 分子量: 839.783
• InChiKey: JGEJIQRWRAETRX-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  17.12
• 重原子数：
  69.0
• 可旋转键数：
  2.0
• 环数：
  33.0
• sp3杂化的碳原子比例：
  0.01
• 拓扑面积：
  35.42
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  、 苄基溴-α,α-d2 、 溴甲苯 以 苯甲腈 为溶剂， 反应 2.05h， 生成 (1R,4R,5R,7S)-4-(hydroxymethyl)-8,8-dimethyl-2-oxo-3-oxabicyclo[5.1.0]octan-5-yl benzoate 、
  参考文献：
  名称：

  Electrochemical and H/D-Labeling Study of Oxazolino[60]Fullerene Rearrangement

  摘要：

  Isomerization of an oxazoline cycle from a [6,6]- to [5,6]-junction on the C(60) sphere of dianionic [60]fullero-oxazoline (1(2-)) during a 1,4-addition is studied by electrochemistry and a stepwise addition of PhCH(2)Br and PhCD(2)Br. Cyclic voltammerty of the in situ generated 1(2-) shows a very unusual positive shift for the anodic peak corresponding to the oxidation of 1(2-), indicating that the C(60) cage of dianionic 1 bears only one unit negative charge due to the heterolytic cleavage of the C(60)-O bond. Further study with a stepwise addition of PhCH(2)Br and PhCD(2)Br, which are used to differentiate the aryl groups added at each step onto dianionic 1, shows explicitly there is an exclusive selectivity of the C-O bond for the ring-opening and ring-closure during the isomerization of the heterocycle. A reaction mechanism is proposed on the basis of the experimental results and computational calculations.

  DOI：

  10.1021/jo1023798
• 作为产物：
  描述：

  1,2-(2-benzoyl-4,5-dihydrooxazolo)-<60>fullerene 在 四丁基高氯酸铵 作用下， 以 苯甲腈 为溶剂， 生成
  参考文献：
  名称：

  Electrochemical and H/D-Labeling Study of Oxazolino[60]Fullerene Rearrangement

  摘要：

  Isomerization of an oxazoline cycle from a [6,6]- to [5,6]-junction on the C(60) sphere of dianionic [60]fullero-oxazoline (1(2-)) during a 1,4-addition is studied by electrochemistry and a stepwise addition of PhCH(2)Br and PhCD(2)Br. Cyclic voltammerty of the in situ generated 1(2-) shows a very unusual positive shift for the anodic peak corresponding to the oxidation of 1(2-), indicating that the C(60) cage of dianionic 1 bears only one unit negative charge due to the heterolytic cleavage of the C(60)-O bond. Further study with a stepwise addition of PhCH(2)Br and PhCD(2)Br, which are used to differentiate the aryl groups added at each step onto dianionic 1, shows explicitly there is an exclusive selectivity of the C-O bond for the ring-opening and ring-closure during the isomerization of the heterocycle. A reaction mechanism is proposed on the basis of the experimental results and computational calculations.

  DOI：

  10.1021/jo1023798

文献信息

• Reactions of Anionic Oxygen Nucleophiles with C₆₀ Revisited
  作者：Wei-Wei Chang、Zong-Jun Li、Wei-Wei Yang、Xiang Gao

  DOI：10.1021/ol300805p

  日期：2012.5.4

  Reactions of C60 with oxygen nucleophiles of HO– and CH3O– are revisited in PhCN in the presence of PhCH2Br. Different from previous results that such reactions lead to the formation of complex mixtures, well-structured C60 oxazolines are obtained when HO– is involved, while di- and tetraadducts with methoxy and benzyl addends are obtained when CH3O– is engaged. The reactions are followed by in situ

  的C反应60与HO的氧亲核试剂-和CH 3 ö -被重新在PHCN在物理信道的存在2溴。从以前的结果不同，这种反应导致复杂的混合物的形成，以及构成碳60时HO得到恶唑啉-参与，而CH当获得与甲氧基和苄基加数二-和tetraadducts 3 ö -接合。反应后进行原位可见-近红外光谱分析，揭示了反应的更多信息。