2,3-dibromo-9,10-diphenyl-9,10-epoxyanthracene

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 2,3-dibromo-9,10-diphenyl-9,10-epoxyanthracene
• 英文别名: 4,5-Dibromo-1,8-diphenyl-15-oxatetracyclo[6.6.1.02,7.09,14]pentadeca-2,4,6,9,11,13-hexaene；4,5-dibromo-1,8-diphenyl-15-oxatetracyclo[6.6.1.02,7.09,14]pentadeca-2,4,6,9,11,13-hexaene
• 化学式: C₂₆H₁₆Br₂O
• 分子量: 504.22
• InChiKey: CQLWFGROBKVCPI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7
• 重原子数：
  29
• 可旋转键数：
  2
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2,3-dibromo-9,10-diphenyl-9,10-epoxyanthracene 在 三甲基氯硅烷 、 sodium iodide 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 1.0h， 以66%的产率得到2,3-dibromo-9,10-diphenylanthracene
  参考文献：
  名称：

  A Persistent Diazaheptacene Derivative

  摘要：

  We describe the synthesis of characterizable diazaheptacene derivatives. Diazaheptacenes need four silylethynyl protecting groups to be isolable. TIPS-ethynyl groups are not bulky enough to allow stabilization. Four Si(sec-Bu)(3)-ethynyl groups symmetrically attached to the acene core sufficiently protect the formed diazaheptacene from dimerization through Diels-Alder reaction. It was characterized by NMR and UV-vis spectroscopies and cyclic voltammetry.

  DOI：

  10.1021/ja509723q
• 作为产物：
  描述：

  1,2,4,5-四溴苯 、 1,3-二苯基异苯并呋喃 在 正丁基锂 作用下， 以 甲苯 为溶剂， 反应 3.33h， 以37%的产率得到2,3-dibromo-9,10-diphenyl-9,10-epoxyanthracene
  参考文献：
  名称：

  A Persistent Diazaheptacene Derivative

  摘要：

  We describe the synthesis of characterizable diazaheptacene derivatives. Diazaheptacenes need four silylethynyl protecting groups to be isolable. TIPS-ethynyl groups are not bulky enough to allow stabilization. Four Si(sec-Bu)(3)-ethynyl groups symmetrically attached to the acene core sufficiently protect the formed diazaheptacene from dimerization through Diels-Alder reaction. It was characterized by NMR and UV-vis spectroscopies and cyclic voltammetry.

  DOI：

  10.1021/ja509723q

文献信息

• Selective Halogen-Lithium Exchange of 1,2-Dihaloarenes for Successive [2+4] Cycloadditions of Arynes and Isobenzofurans
  作者：Shohei Eda、Toshiyuki Hamura

  DOI：10.3390/molecules201019449

  日期：——

  Successive [2+4] cycloadditions of arynes and isobenzofurans by site-selective halogen-lithium exchange of 1,2-dihaloarenes were developed, allowing the rapid construction of polycyclic compounds which serve as a useful synthetic intermediates for the preparation of various polyacene derivatives.

  通过位点选择性卤素-锂交换 1,2-二卤代芳烃，芳烃和异苯并呋喃的连续 [2+4] 环加成被开发出来，从而可以快速构建多环化合物，作为制备各种多并苯衍生物的有用合成中间体。