diethyl 4H,5H-thieno[3,2-b:4,5-b']dipyrrole-3,6-dicarboxylate | 59958-29-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩并吡咯类
• 英文名称: diethyl 4H,5H-thieno[3,2-b:4,5-b']dipyrrole-3,6-dicarboxylate
• 英文别名: 3,6-ethoxycarbonyl-4H,5H-thieno[3,2-b:4,5-b']dipyrrole；1,7-dihydro-thieno[3,2-b;4,5-b']dipyrrole-2,6-dicarboxylic acid diethyl ester；Diethyl 7-thia-3,11-diazatricyclo[6.3.0.02,6]undeca-1(8),2(6),4,9-tetraene-4,10-dicarboxylate
• CAS: 59958-29-1
• 化学式: C₁₄H₁₄N₂O₄S
• 分子量: 306.342
• InChiKey: DCAJLFPAZNLFMZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  112
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  diethyl 4H,5H-thieno[3,2-b:4,5-b']dipyrrole-3,6-dicarboxylate 以77%的产率得到
  参考文献：
  名称：

  FARNIER M.; SOTH S.; FOURNARI P., CAN. J. CHEM. , 1976, 54, NO 7, 1083-1086

  摘要：

  DOI：
• 作为产物：
  描述：

  2,5-噻吩二甲醛 在 sodium ethanolate 作用下， 以 乙醇 、 xylene 为溶剂， 反应 12.0h， 生成 diethyl 4H,5H-thieno[3,2-b:4,5-b']dipyrrole-3,6-dicarboxylate
  参考文献：
  名称：

  Diethyl 2,7-Dibromo-4H,5H- thieno[3,2-b:4,5-b‘]dipyrrole-3,6- dicarboxylate:  A Key Intermediate for a Diversity Oriented Synthesis of 2,7,12,17-Tetraarylporphycenes

  摘要：

  A new Suzuki-based strategy for the synthesis of 4,4'-diaryl (or heteroaryl)-substituted 2,2'-bipyrroles (10), precursors of 2,7,12,17-tetraaryl (or heteroaryl)-substituted porphycenes, is described. Bromination of the previously described diethyl 4H,5H-thieno[3,2-b:4,5-b']dipyrrole-3,6-dicarboxylate afforded dibromo compound 19, which is the key intermediate of such strategy.

  DOI：

  10.1021/ol052913+

文献信息

• Synthesis of Oxidized Thienopyrroles using HOF·CH₃CN
  作者：Neta Shefer、Shlomo Rozen

  DOI：10.1021/jo200534p

  日期：2011.6.3

  An efficient transformation of the sulfur atoms to the sulfonyl group in a range of thienopyrroles was achieved by using the HOF·CH3CN complex. Mild conditions, high yields, and easy purification are the main features of this novel route. Most new materials exhibit considerable red-shift absorptions in the UV/visible range relative to the parent compounds.

  通过使用HOF·CH 3 CN络合物，可以在一定范围的噻吩并吡咯中将硫原子有效转化为磺酰基。温和的条件，高收率和易于纯化是该新途径的主要特征。相对于母体化合物，大多数新材料在UV /可见光范围内均显示出可观的红移吸收。
• COMPOUNDS WITH TERMINAL HETEROARYLCYANOVINYLENE GROUPS AND THEIR USE IN ORGANIC SOLAR CELLS
  申请人：BASF SE

  公开号：US20160248021A1

  公开（公告）日：2016-08-25

  The present invention relates to a photoactive material comprising a donor substance and an acceptor substance, wherein the donor substance comprises or consists of one or more compounds of formula (I) described herein, or the acceptor substance comprises or consists of one or more compounds of formula (I) described herein, or the donor sub stance comprises or consists of a first compound of formula (I) described herein and the acceptor substance comprises a second compound of formula (I) described herein with the proviso that the first and second compound are not the same, as well as to an organic solar cell comprising said photoactive material. The present invention also relates to a photoelectric conversion device comprising or consisting of two or more organic solar cells comprising said photoactive material and to compounds of formula (I) as described herein for use as donor substance or as acceptor substance in a photoactive material. Further, the present invention relates to the use of a compound of formula (III) as described herein in the synthesis of a compound of formula (I) as described herein.

  本发明涉及一种光活性材料，包括给体物质和受体物质，其中，给体物质包括或由本文所述的一个或多个式(I)化合物组成，或受体物质包括或由本文所述的一个或多个式(I)化合物组成，或给体物质由本文所述的第一种式(I)化合物组成或构成，受体物质由本文所述的第二种式(I)化合物组成，但第一和第二种化合物不相同。此外，本发明还涉及包含该光活性材料的有机太阳能电池，以及由该光活性材料组成的两个或更多有机太阳能电池的光电转换装置。本发明还涉及用于光活性材料中的给体物质或受体物质的式(I)化合物，以及本文所述的式(III)化合物在合成本文所述的式(I)化合物中的使用。
• Farnier,M. et al., Canadian Journal of Chemistry, 1976, vol. 54, p. 1074 - 1082
  作者：Farnier,M. et al.

  DOI：——

  日期：——
• FARNIER M.; SOTH S.; FOURNARI P., CAN. J. CHEM. <CJCH-A6>, 1976, 54, NO 7, 1074-1082
  作者：FARNIER M.、 SOTH S.、 FOURNARI P.

  DOI：——

  日期：——
• Diethyl 2,7-Dibromo-4<i>H</i>,5<i>H</i>- thieno[3,2-<i>b</i>:4,5-<i>b</i>‘]dipyrrole-3,6- dicarboxylate:  A Key Intermediate for a Diversity Oriented Synthesis of 2,7,12,17-Tetraarylporphycenes
  作者：Ofir Arad、Jordi Morros、Xavier Batllori、Jordi Teixidó、Santiago Nonell、José I. Borrell

  DOI：10.1021/ol052913+

  日期：2006.3.2

  A new Suzuki-based strategy for the synthesis of 4,4'-diaryl (or heteroaryl)-substituted 2,2'-bipyrroles (10), precursors of 2,7,12,17-tetraaryl (or heteroaryl)-substituted porphycenes, is described. Bromination of the previously described diethyl 4H,5H-thieno[3,2-b:4,5-b']dipyrrole-3,6-dicarboxylate afforded dibromo compound 19, which is the key intermediate of such strategy.