4,5-bis(benzoylthio)-1,3-dithiole-2-selenone | 117481-26-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4,5-bis(benzoylthio)-1,3-dithiole-2-selenone
• 英文别名: 4,5-bis(benzoylthio)-1,3-dithiole-2-selone；S-(5-benzoylsulfanyl-2-selanylidene-1,3-dithiol-4-yl) benzenecarbothioate
• CAS: 117481-26-2
• 化学式: C₁₇H₁₀O₂S₄Se
• 分子量: 453.489
• InChiKey: OVPSCSIHBQYAFH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.38
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  135
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4,5-bis(benzoylthio)-1,3-dithiole-2-selenone 在 cesium hydroxide 作用下， 以 甲醇 、 氯仿 为溶剂， 反应 0.02h， 以87%的产率得到caesium 4-benzoylthio-1,3-dithiole-2-selone-5-thiolate
  参考文献：
  名称：

  Synthesis and Reactions of Thioether-Thiolate Compounds of 1,3-Dithiole-2-thione-4,5-dithiolate (dmit)

  摘要：

  报告了一种制备不对称取代的 1,3-二硫代-2-硫酮-4,5-二硫酸盐（dmit）的有效方法。通过获得各种 1,3-二硫代-2-硫酮-4-硫醇酯-5-硫酯和醚，证明了该方法的应用。从这些化合物出发，展示了一条通往新型不对称冠化合物和四噻吩富戊烯的便捷路线。

  DOI：

  10.1055/s-1994-25711
• 作为产物：
  描述：

  在 selenium 、 苯甲酰氯 作用下， 生成 4,5-bis(benzoylthio)-1,3-dithiole-2-selenone
  参考文献：
  名称：

  The new synthetic metals of M(dmise)₂: [Me₃HN][Ni(dmise)₂]₂and (EDT–TTF)[Ni(dmise)₂]

  摘要：

  新合成的[Me3HN][Ni(dmise)2]2和（EDTâTTF）[Ni(dmise)2]在室温和环境压力下均表现出金属特性；紧密结合带计算表明，前者具有近三维费米面，这是因为它们的硒基之间存在很强的片间相互作用。

  DOI：

  10.1039/c39950000351

文献信息

• Syntheses, properties and crystal structures of a series of mixtures of dmit and dmise metal complexes (DMIT1,3-DITHIOLE-2-THIONE-4,5-DITHIOLATE, DMISE1,3-DITHIOLE-2-SELONE-4,5-DITHIOLATE). Single-crystal esr study of [Bu4N]2[Cu/Ni(C3S4.4Se0.6)2]
  作者：Jing-Lin Zuo、Tian-Ming Yao、Xiao-Zeng You、Hoong-Kun Fun、Sivakumar Kandasamy

  DOI：10.1016/0277-5387(96)00072-1

  日期：1996.7

  A series of mixtures of symmetric metal complexes of C3S5- and C3S4Se2- ligands (C3S5-1,3-dithiole-2-thione-4,5-dithiolate, DMIT; C3S4Se2- = 1,3-dithiole-2-selone-4, 5-dithiolate, DMISE), [Bu4N]2[M(C3S4.4Se0.6)2] (MNi, 1 ; M = Cu, 2), [Bu4N] [Ni(C3S4.4Se0.6)2], 3, [Bu4N]2[Ni(C3S4.7Se0.3)2], 4, and [Bu4N][Ni(C3S4.7Se0.3)2], 5, have been prepared. Oxidation reactions of 1 with excess iodine afforded

  甲一系列C对称金属配合物的混合物的3小号5 -和C 3小号4硒2-配体（C 3小号5 - 1,3-二硫-2-硫酮-4,5-二硫醇，DMIT;Ç 3小号4 Se 2- = 1,3-二硫代-2-selone-4，5-二硫代酯，DMISE），[Bu 4 N] 2 [M（C 3 S 4.4 Se 0.6）2 ]（MNi，1; M = Cu ，2），[Bu 4 N] [Ni（C 3 S 4.4 Se 0.6）2 ]，3，[Bu制备了4 N] 2 [Ni（C 3 S 4.7 Se 0.3）2 ]，4和[Bu 4 N] [Ni（C 3 S 4.7 Se 0.3）2 ]，5。1与过量碘的氧化反应得到中性络合物[Ni（C 3 S 4.4 Se 0.6）2 ]，6，其电导率为0.29 S cm -1在25°C下压实颗粒。对1的单晶X射线分析表明，阴离子结构总体上是平面的。3和5都通过分子间硫磺接触形成一维排列
• 2-(Triphenylphosphonio)-4,5-bis(thiobenzoyl)-1,3-dithiole Tetrafluoroborate: A Versatile Wittig Reagent for the Synthesis of Unsymmetrical Tetrathiafulvalenes and 1,3-Dithiol-2-ylidene Derivatives
  作者：Thomas K. Hansen、Martin R. Bryce、Judith A. K. Howard、Dimitri S. Yufit

  DOI：10.1021/jo00097a038

  日期：1994.9

  The title Wittig reagent 5 has been prepared in three steps (84% overall yield) from 4,5-bis(benzoylthio)-1,3-dithiole-2-thione. Reactions of ylide 7, generated by treatment of 5 with diisopropylethylamine at room temperature, have been exploited in the synthesis of new unsymmetrical tetrathiafulvalenes and 1,3-dithiol-2-ylidene derivatives. Subsequent removal of the benzoyl protecting group with sodium ethoxide liberates the transient TTF-dithiolate or 1,3-dithiole-dithiolate anions which can be alkylated in situ. The X-ray crystal structures of compounds 17 and 18 are reported: close nonbonded S-O intramolecular interactions are observed in both structures.
• Gold complexes with 2-selenoxo-1,3-dithiole-4,5-dithiolato
  作者：Elena Cerrada、Mariano Laguna、Pedro A. Sorolla

  DOI：10.1016/s0277-5387(97)00302-1

  日期：1998.1

  The reaction of Na(2)dmise (dmise = 2-selenoxo-1,3-dithioIe-4,5-dithielate) with [AuClL] in 1:2 molar ratio affords [Au-2(dmise)L-2] (L = PR3 or CH2PPh3) but in 1:1 ratio in the presence of (NBu4) Pr gives (NBu4)[Au(dmise)L]. The PPh2Me dinuclear derivative further reacts with [Au(OClO3)(PPh2Me)] to give [Au-3(dmise)(PPh2Me3)(3)]ClO4. The reaction with [Au-2(P-P)Cl-2] renders [Au-2(P-P)(dmise)](n) with different nuclearity depending on the diphosphine used (P-P = dppe, n = 1; dppm, n = 2). Anionic derivatives (PPN)(2)[Au-2(dmise)(C6F5)(2)] and (PPN)[Au(dmise)(2)] are obtained by reaction with the corresponding haloanionic gold complexes. (C) 1997 Elsevier Science Ltd.
• Olk, Ruth-Maria; Kirmse, R.; Hoyer, E., Zeitschrift fur Anorganische und Allgemeine Chemie
  作者：Olk, Ruth-Maria、Kirmse, R.、Hoyer, E.、Faulmann, C.、Cassoux, P.

  DOI：——

  日期：——
• OLK, B.;OLK, RUTH-MARIA;SIELER, J. HOYER E., SYNTH. METALS, 42,(1991) N, C. 2585-2588
  作者：OLK, B.、OLK, RUTH-MARIA、SIELER, J. HOYER E.

  DOI：——

  日期：——