8-Hydroxy-2,3,11,12-tetraselenapentacyclo[11.3.1.04,16.07,15.010,14]heptadeca-1(16),4,7(15),8,10(14),13(17)-hexaen-6-one | 1451046-05-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 8-Hydroxy-2,3,11,12-tetraselenapentacyclo[11.3.1.04,16.07,15.010,14]heptadeca-1(16),4,7(15),8,10(14),13(17)-hexaen-6-one
• 英文别名: 8-hydroxy-2,3,11,12-tetraselenapentacyclo[11.3.1.04,16.07,15.010,14]heptadeca-1(16),4,7(15),8,10(14),13(17)-hexaen-6-one
• CAS: 1451046-05-1
• 化学式: C₁₃H₄O₂Se₄
• 分子量: 508.014
• InChiKey: CNPJPRAXUIGHJW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.03
• 重原子数：
  19
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  8-Hydroxy-2,3,11,12-tetraselenapentacyclo[11.3.1.04,16.07,15.010,14]heptadeca-1(16),4,7(15),8,10(14),13(17)-hexaen-6-one 、 三氯化硼 以 二氯甲烷 、 氯苯 为溶剂， 反应 6.0h， 以45%的产率得到
  参考文献：
  名称：

  Synthesis of Tetrachalcogenide-Substituted Phenalenyl Derivatives: Preparation and Solid-State Characterization of Bis(3,4,6,7-tetrathioalkyl-phenalenyl)boron Radicals

  摘要：

  We report the synthesis and properties of a series of spiro-bis(3,4,6,7-tetrachalcogenide-substituted-phenalenyl)boron salts and two of the corresponding tetrathioalkyl-substituted spiro-bis(phenalenyl)boron radicals [tetrathiomethyl (10) and tetrathioethyl (11)] in which all of the active positions of the phenalenyl (PLY) nucleus are functionalized. In the solid state, radicals 10 and 11 exist as a weak pi-dimers due to the steric congestion of the thioalkyl groups in the superimposed PLY units. As a result, the spins are localized in the isolated (nonsuperimposed) PLY rings, and the structure, magnetic susceptibility measurements, and band structure calculations confirm that these PLY units are unable to undergo strong intermolecular interaction as a result of the orientation of the thioalkyl groups.

  DOI：

  10.1021/ja405814f
• 作为产物：
  描述：

  1,3,6,8-tetramethoxynaphthalene 在 盐酸 、 aluminum (III) chloride 、 吡啶盐酸盐 、 三乙胺 、 potassium methanecarboselenoate 作用下， 以 二氯甲烷 、 水 、 1,2-二氯乙烷 、 丙酮 为溶剂， 反应 40.0h， 生成 8-Hydroxy-2,3,11,12-tetraselenapentacyclo[11.3.1.04,16.07,15.010,14]heptadeca-1(16),4,7(15),8,10(14),13(17)-hexaen-6-one
  参考文献：
  名称：

  Synthesis of Tetrachalcogenide-Substituted Phenalenyl Derivatives: Preparation and Solid-State Characterization of Bis(3,4,6,7-tetrathioalkyl-phenalenyl)boron Radicals

  摘要：

  We report the synthesis and properties of a series of spiro-bis(3,4,6,7-tetrachalcogenide-substituted-phenalenyl)boron salts and two of the corresponding tetrathioalkyl-substituted spiro-bis(phenalenyl)boron radicals [tetrathiomethyl (10) and tetrathioethyl (11)] in which all of the active positions of the phenalenyl (PLY) nucleus are functionalized. In the solid state, radicals 10 and 11 exist as a weak pi-dimers due to the steric congestion of the thioalkyl groups in the superimposed PLY units. As a result, the spins are localized in the isolated (nonsuperimposed) PLY rings, and the structure, magnetic susceptibility measurements, and band structure calculations confirm that these PLY units are unable to undergo strong intermolecular interaction as a result of the orientation of the thioalkyl groups.

  DOI：

  10.1021/ja405814f