| 1448460-89-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• CAS: 1448460-89-6
• 化学式: C₇₄H₂₀O₂
• 分子量: 940.972
• InChiKey: JILZTUDUYZCNTI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  20.2
• 重原子数：
  76
• 可旋转键数：
  8
• 环数：
  32.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-amino-4,5-dibutoxybenzoic acid 、 足球烯 在 亚硝酸异戊酯 作用下， 以 邻二氯苯 为溶剂， 反应 24.0h， 以15%的产率得到
  参考文献：
  名称：

  An unprecedented [5,6]-open adduct via a direct benzyne-C60 cycloaddition

  摘要：

  Cycloaddition is one of the best-studied types of reactions in the organic chemistry of fullerenes, engendering [6,6]-closed adducts in the vast majority of cases. Notwithstanding that a formation of open fulleroid structures is undoubtedly of theoretical interest, no one has demonstrated the conformation of [5,6]-open fulleroid via the direct cycloadditions. Here, we establish that cycloaddition between C-60 and benzyne in situ generated from 2-amino-4,5-dibutoxybenzoic acid affords a new type of elusive [5,6]-open structure that is characterized on the basis of NMR, UV-vis spectroscopy, and cyclic voltammetry. Additionally, from density functional theory (DFT) calculations for possible [5,6]-open and [6,6]-closed adducts induced of benzyne-C-60 reaction, as expected, features such as the charge distributions, binding characteristics, and frontier molecular orbital levels, are affected by the different binding modes in C-60 cage. (C) 2013 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2013.06.073

文献信息

• An unprecedented [5,6]-open adduct via a direct benzyne-C60 cycloaddition
  作者：Gyoungsik Kim、Kyu Cheol Lee、Jonggi Kim、Jungho Lee、Sang Myeon Lee、Jeong Chul Lee、Jung Hwa Seo、Won-Youl Choi、Changduk Yang

  DOI：10.1016/j.tet.2013.06.073

  日期：2013.9

  Cycloaddition is one of the best-studied types of reactions in the organic chemistry of fullerenes, engendering [6,6]-closed adducts in the vast majority of cases. Notwithstanding that a formation of open fulleroid structures is undoubtedly of theoretical interest, no one has demonstrated the conformation of [5,6]-open fulleroid via the direct cycloadditions. Here, we establish that cycloaddition between C-60 and benzyne in situ generated from 2-amino-4,5-dibutoxybenzoic acid affords a new type of elusive [5,6]-open structure that is characterized on the basis of NMR, UV-vis spectroscopy, and cyclic voltammetry. Additionally, from density functional theory (DFT) calculations for possible [5,6]-open and [6,6]-closed adducts induced of benzyne-C-60 reaction, as expected, features such as the charge distributions, binding characteristics, and frontier molecular orbital levels, are affected by the different binding modes in C-60 cage. (C) 2013 Published by Elsevier Ltd.