Bis(benzo<4,5>thieno)<3,2-c:2',3'-e><1,2>dithiin | 154067-85-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻吩类
• 英文名称: Bis(benzo<4,5>thieno)<3,2-c:2',3'-e><1,2>dithiin
• 英文别名: Di(benzothieno)-1,2-dithiin；3,11,12,20-Tetrathiapentacyclo[11.7.0.02,10.04,9.014,19]icosa-1(13),2(10),4,6,8,14,16,18-octaene
• CAS: 154067-85-3
• 化学式: C₁₆H₈S₄
• 分子量: 328.504
• InChiKey: PDWVSXNZWFHCMH-UHFFFAOYSA-N

物化性质

• 沸点：
  538.2±25.0 °C(Predicted)
• 密度：
  1.547±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  20
• 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：
  107
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Bis(benzo<4,5>thieno)<3,2-c:2',3'-e><1,2>dithiin 在 铜 作用下， 反应 0.75h， 以53%的产率得到2',3'-D-二噻吩
  参考文献：
  名称：

  Schroth, Werner; Hintzche, Ekkehard; Viola, Horst, Chemische Berichte, 1994, vol. 127, # 2, p. 401 - 408

  摘要：

  DOI：
• 作为产物：
  描述：

  2,2'-bibenzo[b]thiophene 在 溴 作用下， 以 氯仿 为溶剂， 反应 3.0h， 生成 Bis(benzo<4,5>thieno)<3,2-c:2',3'-e><1,2>dithiin
  参考文献：
  名称：

  Schroth, Werner; Hintzsche, Ekkehard; Felicetti, Michael, Angewandte Chemie, 1994, vol. 106, # 7, p. 808 - 810

  摘要：

  DOI：

文献信息

• 1,2-Dithiins and precursors, XVII: Synthesis and properties of thieno anellated 1,2-dithiins, structural influence on colour
  作者：Werner Schroth、Ekkehard Hintzsche、Hartwig Jordan、Thomas Jende、Roland Spitzner、Iris Thondorf

  DOI：10.1016/s0040-4020(97)00439-0

  日期：1997.6

  Various thieno[3,2-c] anellated (59, 26) and dithieno[3,2-c:2,3-e] anellated I,2-dithiins (32 a-c, 45) were obtained starting from appropriate thiophene precursors. The absorption maxima covered the range from 430 to 467 nm indicating olefinic rather than aromatic character of the anellating thiophene units. Access to the isomeric thieno[2,3-c] anellated series failed due to competing reactions in the final stage, e.g. by the formation of the 12-membered cyclic bis-disulfide 53. (C) 1997 Elsevier Science Ltd.
• General Synthesis of Thiophene and Selenophene-Based Heteroacenes
  作者：Toshihiro Okamoto、Kenichi Kudoh、Atsushi Wakamiya、Shigehiro Yamaguchi

  DOI：10.1021/ol0523650

  日期：2005.11.1

  A new intramolecular triple cyclization of bis(o-haloaryl)diacetylenes, via dilithiation followed by reaction with chalcogen elements, produces pi-conjugated compounds containing heterole-1,2-dichalcogenin-heterole fused tricyclic skeletons. The subsequent dechalcogenation with copper metal affords a series of thiophene- and selenophene-based heteroacenes.
• CHALCOGEN-CONTAINING FUSED-RING POLYCYCLIC ORGANIC MATERIAL AND PROCESS FOR PRODUCING THE SAME
  申请人：Japan Science and Technology Agency

  公开号：EP1724272B1

  公开（公告）日：2013-08-21
• Chalcogen-containing fused polycyclic organic material and method for producing same
  申请人：Yamaguchi Shigehiro

  公开号：US20070117973A1

  公开（公告）日：2007-05-24

  A diacetylene derivative was used as a starting material, and was subjected to dilithiation using an organolithium reagent. The resulting product was allowed to react with an excessive amount of chalcogen. Accordingly, an intramolecular cyclization reaction proceeded simultaneously with formation of skeletons of three rings. As a result, a chalcogen-containing fused polycyclic organic material was found to be obtained which has the three rings and a dichalcogenid bond. Further, by subjecting the resulting compound to a dechalcogenation reaction, a heteroacene was found to be obtained in a satisfactory yield. These synthetic techniques have made it possible to synthesize a series of highly planar chalcogen-containing π-electron system materials. Therefore, it is possible to provide (i) a chalcogen-containing fused polycyclic organic material capable of exhibiting excellent charge-transporting properties and (ii) a method for producing the material.
• US8044218B2
  申请人：——

  公开号：US8044218B2

  公开（公告）日：2011-10-25