(E)-3,3'-Diphenyl-3H,3'H-[2,2']bithiazolylidene-4,5,4',5'-tetracarboxylic acid tetramethyl ester | 170210-78-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (E)-3,3'-Diphenyl-3H,3'H-[2,2']bithiazolylidene-4,5,4',5'-tetracarboxylic acid tetramethyl ester
• 英文别名: dimethyl (2E)-2-[4,5-bis(methoxycarbonyl)-3-phenyl-1,3-thiazol-2-ylidene]-3-phenyl-1,3-thiazole-4,5-dicarboxylate
• CAS: 170210-78-3
• 化学式: C₂₆H₂₂N₂O₈S₂
• 分子量: 554.601
• InChiKey: HJYQYCSFPPXLSW-QURGRASLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  38
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  162
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  2-(allyloxy)benzenediazonium tetrafluoroborate 、 (E)-3,3'-Diphenyl-3H,3'H-[2,2']bithiazolylidene-4,5,4',5'-tetracarboxylic acid tetramethyl ester 以 丙酮 为溶剂， 反应 24.0h， 以69%的产率得到1-(2,3-Dihydroxybenzofuran-3-yl)methylthio-2-(N-phenyl-N-formylamino)-1,2-bis(methoxycarbonyl)ethene
  参考文献：
  名称：

  Diazadithiafulvalenes as electron donor reagents

  摘要：

  二氮三硫富瓦烯作为优良的电子供体，对芳烃二氮盐具有良好的效果。二氮三硫富瓦烯自由基阳离子能够成功捕获初级碳自由基。然而，形成的二氮三硫富瓦烯盐与其四硫同类相比，经历快速的环分裂反应。

  DOI：

  10.1039/a906684e
• 作为产物：
  描述：

  [1,3]dithiolan-2-ylidenephenylamine 在 sodium hydrogen selenide 、 三氟化硼乙醚 、 原甲酸三乙酯 、 亚磷酸三乙酯 作用下， 以 xylene 为溶剂， 反应 30.41h， 生成 (E)-3,3'-Diphenyl-3H,3'H-[2,2']bithiazolylidene-4,5,4',5'-tetracarboxylic acid tetramethyl ester
  参考文献：
  名称：

  Dithiadiazafulvalenes-New Strong Electron Donors. Synthesis, Isolation, Properties, and EPR Studies

  摘要：

  Several dithiadiazafulvalenes, which are potent electron donors, were isolated as pure compounds for the first time. Solid charge-transfer complexes with TCNQ and also cation-radical and dication salts with perchlorate gegenions were obtained. Two of the TCNQ complexes are moderately conductive at room temperature (0.083 and 0.011 S/cm). A solution EPR study, combined with theoretical calculations, allowed the determination of the relative equilibrium cation-radical and anion-radical concentrations.

  DOI：

  10.1021/ja00138a006

文献信息

• ORGANIC LIGHT EMITTING ELEMENT, DISPLAY DEVICE, IMAGE INFORMATION PROCESSING DEVICE, LIGHTING DEVICE, IMAGE FORMING DEVICE, EXPOSURE DEVICE, AND ORGANIC PHOTOELECTRIC CONVERSION ELEMENT
  申请人：CANON KABUSHIKI KAISHA

  公开号：US20170012215A1

  公开（公告）日：2017-01-12

  The present disclosure provides an organic light emitting element which has a pair of electrodes and an organic compound layer disposed therebetween and in which the organic compound layer contains an organic compound represented by the following general formula [1], wherein in the formula [1], Ar 1 and Ar 2 each independently represent an aromatic hydrocarbon group or a heteroaromatic ring group, R 1 to R 4 are each independently selected from a hydrogen atom or a substituent, R 1 and R 2 and R 3 and R 4 each may form a benzene ring, wherein the benzene ring may have at least one substituent.

  本公开提供了一种有一对电极和位于其之间的有机化合物层的有机发光元件，其中所述有机化合物层包含由下述通用式[1]表示的有机化合物， 在通用式[1]中，Ar1和Ar2分别独立表示芳香烃基或杂芳环基，R1至R4分别独立地选自氢原子或取代基，R1和R2以及R3和R4各自可以形成苯环，其中苯环可以具有至少一个取代基。
• Reactions of Arenediazonium Salts with Diazadithiafulvalenes
  作者：Toshio Koizumi、Nadeem Bashir、John A. Murphy

  DOI：10.1016/s0040-4039(97)01813-3

  日期：1997.10

  The kinetics of coupling of carbon radicals with sulfur radical-cations in diazadithiafulvalenes is sensitive to the steric environment around sulfur. © 1997 Elsevier Science Ltd.

  在重氮二富富瓦烯中碳自由基与硫自由基阳离子偶联的动力学对硫周围的空间环境敏感。©1997爱思唯尔科学有限公司。
• Organic light emitting element, display device, image information processing device, lighting device, image forming device, exposure device, and organic photoelectric conversion element
  申请人：CANON KABUSHIKI KAISHA

  公开号：US11522137B2

  公开（公告）日：2022-12-06

  The present disclosure provides an organic light emitting element which has a pair of electrodes and an organic compound layer disposed therebetween and in which the organic compound layer contains an organic compound represented by the following general formula [1], wherein in the formula [1], Ar 1 and Ar 2 each independently represent an aromatic hydrocarbon group or a heteroaromatic ring group, R 1 to R 4 are each independently selected from a hydrogen atom or a substituent, R 1 and R 2 and R 3 and R 4 each may form a benzene ring, wherein the benzene ring may have at least one substituent.

  本公开提供了一种有机发光元件，它具有一对电极和置于其间的有机化合物层，其中有机化合物层含有由下式通式[1]表示的有机化合物、 式[1]中，Ar 1 和 Ar 2 各自独立地代表芳香烃基团或杂芳环基团，R 1 至 R 4 各自独立地选自氢原子或取代基，R 1 和 R 2 和 R 3 和 R 4 可各自形成一个苯环，其中苯环可具有至少一个取代基。
• Dithiadiazafulvalenes-New Strong Electron Donors. Synthesis, Isolation, Properties, and EPR Studies
  作者：Gregory V. Tormos、Martin G. Bakker、Ping Wang、M. V. Lakshmikantham、Michael P. Cava、Robert M. Metzger

  DOI：10.1021/ja00138a006

  日期：1995.8

  Several dithiadiazafulvalenes, which are potent electron donors, were isolated as pure compounds for the first time. Solid charge-transfer complexes with TCNQ and also cation-radical and dication salts with perchlorate gegenions were obtained. Two of the TCNQ complexes are moderately conductive at room temperature (0.083 and 0.011 S/cm). A solution EPR study, combined with theoretical calculations, allowed the determination of the relative equilibrium cation-radical and anion-radical concentrations.
• Diazadithiafulvalenes as electron donor reagents
  作者：Toshio Koizumi、Nadeem Bashir、Alan R. Kennedy、John A. Murphy

  DOI：10.1039/a906684e

  日期：——

  Diazadithiafulvalenes act as excellent electron donors to arenediazonium salts. The diazadithiafulvalenium radical cations trap primary carbon radicals successfully. However, the diazadithiafulvalenium salts which form, undergo rapid ring fragmentation in contrast to their tetrathia counterparts.

  二氮三硫富瓦烯作为优良的电子供体，对芳烃二氮盐具有良好的效果。二氮三硫富瓦烯自由基阳离子能够成功捕获初级碳自由基。然而，形成的二氮三硫富瓦烯盐与其四硫同类相比，经历快速的环分裂反应。