14,21-Dimethoxy-6-thiapentacyclo[11.8.0.03,11.05,9.015,20]henicosa-1(21),3(11),4,7,9,13,15,17,19-nonaene-2,12-dione | 946861-74-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 并四苯
• 英文名称: 14,21-Dimethoxy-6-thiapentacyclo[11.8.0.03,11.05,9.015,20]henicosa-1(21),3(11),4,7,9,13,15,17,19-nonaene-2,12-dione
• CAS: 946861-74-1
• 化学式: C₂₂H₁₄O₄S
• 分子量: 374.417
• InChiKey: LIAMSPORQSOLMX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  27
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  80.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  14,21-Dimethoxy-6-thiapentacyclo[11.8.0.03,11.05,9.015,20]henicosa-1(21),3(11),4,7,9,13,15,17,19-nonaene-2,12-dione 、 三异丙基硅基乙炔 在 正丁基锂 作用下， 以 正己烷 、 二氯甲烷 为溶剂， 反应 12.5h， 生成
  参考文献：
  名称：

  Synthesis of Highly Soluble and Oxidatively Stable Tetraceno[2,3-b]thiophenes and Pentacenes

  摘要：

  A comparative study of suitably functionalized, highly soluble tetraceno[2,3-b]thiophenes (1-3) and pentacenes (4-6) that show higher photoxidative stability than that of unfunctionalized corresponding acenes is reported. The absorption and emission of 1-3 (A(max) = 624-656 nm, 1,lambda(max) = 634-672 nm, Phi F approximate to 10%) and 4-6 (A(max) = 672-704 nm, lambda(max) = 682-718 nm, Phi F approximate to 10%) were found to be systematically red-shifted by the substitution in the order of the tert-butylethynyl < triisopropylsilylethynyl < phenylethynyl groups. The oxidation potentials of these compounds were similar (E-1/2 approximate to 0.70 V), except for 4, which showed lower oxidation potential (E-1/2 approximate to 0.63 V).

  DOI：

  10.1021/jo0710331
• 作为产物：
  描述：

  2,3-二氢-9,10-二羟基-1,4-蒽二酮 在 氢氧化钾 、 potassium carbonate 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 乙醇 、 丙酮 为溶剂， 反应 12.0h， 生成 14,21-Dimethoxy-6-thiapentacyclo[11.8.0.03,11.05,9.015,20]henicosa-1(21),3(11),4,7,9,13,15,17,19-nonaene-2,12-dione
  参考文献：
  名称：

  Synthesis of Highly Soluble and Oxidatively Stable Tetraceno[2,3-b]thiophenes and Pentacenes

  摘要：

  A comparative study of suitably functionalized, highly soluble tetraceno[2,3-b]thiophenes (1-3) and pentacenes (4-6) that show higher photoxidative stability than that of unfunctionalized corresponding acenes is reported. The absorption and emission of 1-3 (A(max) = 624-656 nm, 1,lambda(max) = 634-672 nm, Phi F approximate to 10%) and 4-6 (A(max) = 672-704 nm, lambda(max) = 682-718 nm, Phi F approximate to 10%) were found to be systematically red-shifted by the substitution in the order of the tert-butylethynyl < triisopropylsilylethynyl < phenylethynyl groups. The oxidation potentials of these compounds were similar (E-1/2 approximate to 0.70 V), except for 4, which showed lower oxidation potential (E-1/2 approximate to 0.63 V).

  DOI：

  10.1021/jo0710331

文献信息

• Synthesis of Highly Soluble and Oxidatively Stable Tetraceno[2,3-<i>b</i>]thiophenes and Pentacenes
  作者：Sujeewa S. Palayangoda、Rajib Mondal、Bipin K. Shah、Douglas C. Neckers

  DOI：10.1021/jo0710331

  日期：2007.8.1

  A comparative study of suitably functionalized, highly soluble tetraceno[2,3-b]thiophenes (1-3) and pentacenes (4-6) that show higher photoxidative stability than that of unfunctionalized corresponding acenes is reported. The absorption and emission of 1-3 (A(max) = 624-656 nm, 1,lambda(max) = 634-672 nm, Phi F approximate to 10%) and 4-6 (A(max) = 672-704 nm, lambda(max) = 682-718 nm, Phi F approximate to 10%) were found to be systematically red-shifted by the substitution in the order of the tert-butylethynyl < triisopropylsilylethynyl < phenylethynyl groups. The oxidation potentials of these compounds were similar (E-1/2 approximate to 0.70 V), except for 4, which showed lower oxidation potential (E-1/2 approximate to 0.63 V).