(5,6-Dihydro-[1,3]dithiolo[4,5-b][1,4]dithiin-2-ylidene)-triphenyl-λ⁵-phosphane | 133186-68-2

• 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: (5,6-Dihydro-[1,3]dithiolo[4,5-b][1,4]dithiin-2-ylidene)-triphenyl-λ⁵-phosphane
• 英文别名: 5,6-Dihydro-[1,3]dithiolo[4,5-b][1,4]dithiin-2-ylidene(triphenyl)-lambda5-phosphane；5,6-dihydro-[1,3]dithiolo[4,5-b][1,4]dithiin-2-ylidene(triphenyl)-λ5-phosphane
• CAS: 133186-68-2
• 化学式: C₂₃H₁₉PS₄
• 分子量: 454.642
• InChiKey: KYXJNIQHHJHQKP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  28
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  101
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (5,6-Dihydro-[1,3]dithiolo[4,5-b][1,4]dithiin-2-ylidene)-triphenyl-λ⁵-phosphane 在 正丁基锂 、 三乙胺 作用下， 以 四氢呋喃 、 正己烷 、 乙腈 为溶剂， 生成 2-(5,6-Dihydro-[1,3]dithiolo[4,5-b][1,4]dithiin-2-ylidenemethyl)-5-(4,5,6,7-tetrahydro-benzo[1,3]dithiol-2-ylidenemethyl)-furan
  参考文献：
  名称：

  2,5-Bis(1,4-dithiafulven-6-yl) furans, thiophenes and N-methyl pyrroles as extended analogues of tetrathiafulvalene

  摘要：

  The title compounds are synthesized by Wittig or Wittig-Horner reactions between the corresponding furan, thiophen and N-methyl-pyrrole-2,5-dicarbaldehydes and P-reagents W or P bearing the 1,3-dithiol-2-ylidene moiety adequately substituted al the 4,5-positions; thanks to usual and thin layer cyclic voltammetry, they are shown to possess good pi-donor abilities.

  DOI：

  10.1016/s0040-4039(00)79014-9
• 作为产物：
  描述：

  2-Triphenylphosphonio-5,6-dihydro-1,3-dithiolo<4,5-b><1,4>dithiin Tetrafluoroborate 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 生成 (5,6-Dihydro-[1,3]dithiolo[4,5-b][1,4]dithiin-2-ylidene)-triphenyl-λ⁵-phosphane
  参考文献：
  名称：

  Generation and Trapping of Phosphorus Stabilized 4,5-Ethylenedithio-1,3-dithiol-2-ide Carbanions: Synthesis of Ethylenedithio-1,3-dithiafulvalenes

  摘要：

  2-二甲氧基磷酸基-5,6-二氢-1,3-二噻烷-[4,5-b][1,4]-2-二硫烯 (8) 和 2-三苯基磷酸根-5,6-二氢-1,3-二噻烷-[4,5-b][1,4]二硫烯四氟硼酸盐 (9) 通过四个步骤从 4,5-乙烯二硫-1,3-二硫烯-2-硫酮 (4) 获得，整体产率约为 75%。对 (8) 和 (9) 去质子化得到相应的负离子 (10) 和亚磷烯 (11)，这两者与乙二醛、环戊酮和蒽醌反应，良好地捕获了产物，生成乙烯二硫-1,3-二硫丰烯。

  DOI：

  10.1055/s-1991-26370

文献信息

• Synthesis of unsymmetrical tetrathiafulvalenes and electrical conductivities of their tetracyanoquinodimethane complexes
  作者：Hitoshi Tatemitsu、Etsushi Nishikawa、Yoshiteru Sakata、Soichi Misumi

  DOI：10.1039/c39850000106

  日期：——

  The preparation of some unsymmetrical tetrathiafulvalenes and the electrical conductivities of their charge transfer complexes with tetracyanoquinodimethane (TCNQ) are described; the ethylenedithio(trimethylene)tetrathiafulvalene–TCNQ complex exhibited higher conductivity than complexes of tetrathiafulvalene, tetramethyltetrathia-fulvalene, and hexamethylenetetrathiafulvalene with TCNQ.

  描述了一些不对称四硫富瓦烯的制备及其与四氰基喹二甲烷（TCNQ）的电荷转移配合物的电导率；乙二硫（三亚甲基）四硫富瓦烯-TCNQ配合物比四硫富瓦烯，四甲基四硫富瓦烯和六亚甲基四硫富瓦烯与TCNQ的配合物具有更高的电导率。
• Hydroxyphenyl substituted tetrathiafulvalene vinylogues affording stable cation radical salts with unusual crystal structures
  作者：Yoshiro Yamashita、Masaaki Tomura、Kenichi Imaeda

  DOI：10.1016/s0040-4039(01)00686-4

  日期：2001.6

  TTF vinylogues containing hydroxyphenyl groups were newly prepared. They are stronger electron donors than BEDT-TTF and afforded their cation radical salts as single crystals upon electrochemical oxidation. X-Ray structure analysis has revealed their unusual crystal structures, where π-overlapping and hydrogen bonding play a crucial role in constructing them.

  含羟基苯基的TTF乙烯基化合物是新制备的。它们比BEDT-TTF更强的电子供体，并且在电化学氧化后以单晶形式提供其阳离子自由基盐。X射线结构分析揭示了它们不寻常的晶体结构，其中π重叠和氢键在构造它们方面起着至关重要的作用。