bis(pyrazino) tetrathiafulvalene | 97942-32-0

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: bis(pyrazino) tetrathiafulvalene
• 英文别名: 2-(2H-[1,3]Dithiolo[4,5-b]pyrazin-2-ylidene)-2H-[1,3]dithiolo[4,5-b]pyrazine；2-([1,3]dithiolo[4,5-b]pyrazin-2-ylidene)-[1,3]dithiolo[4,5-b]pyrazine
• CAS: 97942-32-0
• 化学式: C₁₀H₄N₄S₄
• 分子量: 308.433
• InChiKey: RYWNZRLMGJYAQC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  153
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  bis(pyrazino) tetrathiafulvalene 在 四丁基高氯酸铵 作用下， 以 二氯甲烷 为溶剂， 生成 bis-(pyrazino)-tetrathiafulvalene perchlorate
  参考文献：
  名称：

  Underhill, A. E.; Kaye, B.; Papavassiliou, G. C., Molecular Crystals and Liquid Crystals (1969-1991), 1986, vol. 134, p. 59 - 64

  摘要：

  DOI：
• 作为产物：
  描述：

  pyrazine-2,3-trithiocarbonate 在 亚磷酸三乙酯 作用下， 生成 bis(pyrazino) tetrathiafulvalene
  参考文献：
  名称：

  Papavassiliou, G. C.; Yannopoulos, S. Y.; Zambounis, J. S., Molecular Crystals and Liquid Crystals (1969-1991), 1985, vol. 120, p. 333 - 336

  摘要：

  DOI：

文献信息

• Pyrazinoethylenedithiotetrathiafulvalene: a new unsymmetrical π-donor
  作者：G. C. Papavassiliou、S. Y. Yiannopoulos、J. S. Zambounis

  DOI：10.1039/c39860000820

  日期：——

  synthesized from pyrazinotrithiocarbonate and 4,5-ethylenedithio-1,3-dithiole-2-thione via triethyl phosphite cross coupling, has been characterized and several charge-transfer complexes of this new π-donor have been prepared.

  表征了由吡嗪基三硫代碳酸酯和4，5-亚乙基二硫代-1,3-二硫代-2-硫酮通过亚磷酸三乙酯交叉偶联合成的标题化合物，并制备了该新的π-给体的几种电荷转移配合物。
• Extended TTF-type donors fused with pyrazine units; synthesis and characterization
  作者：Sandra Rabaça、Sandrina Oliveira、Isabel C. Santos、Manuel Almeida

  DOI：10.1016/j.tetlet.2013.09.131

  日期：2013.11

  Pyrazinedicyanoethylthiotetrathiafulvalene, (pzdc-TTF) (1a), an extended TIFF fused with a pyrazine moiety and also a dithiolene ligand precursor, was synthesized through a cross-coupling with triethyl phosphite between pyrazine-1,3-dithiole-2-thione (I) and 4,5-bis(2-cyanoethylthio)-1,3-dithiole-2-one (III). This reaction also yields to dipyrazine TIFF derivative (1b) and 2,3,6,7-Tetrakis(2-cyanoethylthio)TTF (1c), resulting from the self-coupling reactions of the thione (I) and ketone (III). The crystal structure of 1a is composed by pairs of head to head donor stacks of pzdc-TTF molecules along b in opposite orientations. Single crystals of 1b revealed a new polymorph with a face-to-face pi-stacking motif. The electrochemical properties of 1a studied by cyclic voltammetry (CV) in DMF, shows two single electron oxidation processes typical of TTF-based donors; one pair of asymmetric redox waves centered at 627 mV versus Ag/Ag+ is ascribed to the couple [pzdc-TTF](+)/[pzdc-TTF](2+), and one pair of quasi-reversible redox waves centered at 430 mV is ascribed to the couple [pzdc-TTF](0)/[pzdc-TTF](+). (C) 2013 Elsevier Ltd. All rights reserved.
• PAPAVASSILIOU G. C.; YIANNOPOULOS S. Y.; ZAMBOUNIS J. S., J. CHEM. SOC. CHEM. COMMUN.,(1986) N 11, 820-821
  作者：PAPAVASSILIOU G. C.、 YIANNOPOULOS S. Y.、 ZAMBOUNIS J. S.

  DOI：——

  日期：——
• Nitrogen-containing tetrathiafulvalenes and a few of their charge transfer complexes
  作者：G.C. Papavassiliou、S.Y. Yiannopoulos、J.S. Zambounis

  DOI：10.1016/0378-4363(86)90126-9

  日期：1986.11
• Antiferromagnetic Interaction Achieved by a 3-D Supramolecular Cu^II Complex with Pyrazino-Fused TTF as the Ligand, [CuCl₂(BP-TTF)]
  作者：Shun Ichikawa、Shinya Kimura、Hatsumi Mori、Gosuke Yoshida、Hiroyuki Tajima

  DOI：10.1021/ic060746j

  日期：2006.9.1

  The diffusion reaction of TBA(2)Cu(II)Cl(4) (TBA = tetrabutylammonium) and a N-containing organic donor, BP-TTF [=bis(pyrazino)-tetrathiafulvalene], yielded a 3-D supramolecular Cu complex, [CuCl2(BP-TTF)] (1). The magnetic measurement of 1 exhibits an antiferromagnetic interaction by fitting a Bonner-Fisher model from 2 to 300 K with S = (1)/(2) and J = -3.5 K between Cu-II mediated by self-assembling donor columns.