2,5-bis[4,5-bis(methylthio)-1,3-dithiol-2-ylidene]-1,3,4,6-tetrathiapentalene | 146498-15-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二硫醇
• 英文名称: 2,5-bis[4,5-bis(methylthio)-1,3-dithiol-2-ylidene]-1,3,4,6-tetrathiapentalene
• 英文别名: 2,5-Bis[4,5-bis(methylsulfanyl)-1,3-dithiol-2-ylidene]-[1,3]dithiolo[4,5-d][1,3]dithiole
• CAS: 146498-15-9
• 化学式: C₁₄H₁₂S₁₂
• 分子量: 565.041
• InChiKey: VLORDLPROPCFDY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.8
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  304
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  2,5-bis[4,5-bis(methylthio)-1,3-dithiol-2-ylidene]-1,3,4,6-tetrathiapentalene 以 乙腈 、 苯 为溶剂， 生成 [Ag(TTM-TTP)(CF3SO3)](I2)0.29
  参考文献：
  名称：

  Silver(I) Coordination Polymer of 2,5-Bis- (4‘,5‘-bis(methylthio)-1‘,3‘-dithiol-2‘-ylidene)- 1,3,4,6-tetrathiapentalene (TTM-TTP) and Its Highly Conductive Iodine Derivative

  摘要：

  The novel silver(I) coordination polymer with 2,5-bis(4',5'-bis(methylthio)-1',3'-dithiol-2'ylidene)-1,3,4,6-tetrathiapentalene (TTM-TTP), [Ag(TTM-TTP)(CF3SO3)](n) (1), which consists of 1-D waving chains, was synthesized and characterized. Polymer 1 can be also regarded as a 3-D supramolecular network formed via many shorter side-by-side and face-to-face (SS)-S-... contacts. This polymer and its iodine-doped compound 2 behave as semiconductors with σ(25°C) values of 7.1 x 10(-6) and 0.85 S cm(-1), respectively.[GRAPHICS]

  DOI：

  10.1021/ic010630h
• 作为产物：
  描述：

  [4-[[5-[(4-Acetyloxyphenyl)methylsulfanyl]-2-[4,5-bis(methylsulfanyl)-1,3-dithiol-2-ylidene]-1,3-dithiol-4-yl]sulfanylmethyl]phenyl] acetate 在 三光气 、 四丁基溴化铵 、 sodium methylate 、 zinc(II) chloride 、 三甲氧基磷 作用下， 以 甲苯 为溶剂， 生成 2,5-bis[4,5-bis(methylthio)-1,3-dithiol-2-ylidene]-1,3,4,6-tetrathiapentalene
  参考文献：
  名称：

  Methylthio Substituted 2,5-Bis(1′,3′-dithiol-2′-ylidene)-1,3,4,6-tetrathiapentalene. A Bis-Fused Tetrathiafulvalene

  摘要：

  介绍了标题化合物 (1) 的合成、X 射线晶体分析法确定的分子结构以及循环伏安法研究的电化学特性。通过电化学氧化法制备了 1 的几种阳离子基盐，并介绍了它们的电学性质。

  DOI：

  10.1246/cl.1992.2321

文献信息

• Marginal Paramagnetic State of a One-Dimensional Half-Filled Alternating Chain in (TTM-TTP)AuI_<b>2</b>
  作者：Tadashi Kawamoto、Takehiko Mori、Takashi Yamamoto、Hiroyuki Tajima、Yohji Misaki、Kazuyoshi Tanaka

  DOI：10.1143/jpsj.69.4066

  日期：2000.12.15

  (TTM-TTP)AuI2 (TTM-TTP: 2,5-bis[4,5-bis(methylthio)-1,3-dithiol-2-ylidene]-1,3,4,6-tetra-thiapentalene) has it dimerized structure along the donor stacking direction. and shows semiconducting behavior below room temperature. ESR, static magnetic susceptibility, and optical reflectance of this salt hare been measured to investigate the spin state and the electronic correlation. The ESR signal. has been observed from room temperature to 3 K, and the spin susceptibility shows paramagnetic behavior with a rapid decrease below 10 K. The static magnetic susceptibility is paramagnetic and has an anomaly around 10 K in agreement with the ESR result. The chain axis optical reflectance spectra show clear optical gap in the mid-infrared region. An: attempt is undertaken to analyze the optical spectrum by means of the one-dimensional dimerized Hubbard model, which suggests that the on-site Coulomb repulsion, U, is small and the spin polarization is located at the marginal paramagnetic boundary. These results indicate that this compound is not a band-insulator but the Mott insulator with a small spin gap.
• US9650392B2
  申请人：——

  公开号：US9650392B2

  公开（公告）日：2017-05-16
• Methylthio Substituted 2,5-Bis(1′,3′-dithiol-2′-ylidene)-1,3,4,6-tetrathiapentalene. A Bis-Fused Tetrathiafulvalene
  作者：Yohji Misaki、Hiroyuki Nishikawa、Kazuya Kawakami、Shiro Koyanagi、Tokio Yamabe、Motoo Shiro

  DOI：10.1246/cl.1992.2321

  日期：1992.12

  Synthesis of the title compound (1), and its molecular structure determined by X-ray crystallographic analysis, and electrochemical property investigated by cyclic voltammetry are described. Several cation radical salts of 1 have been prepared by electrochemical oxidation method, and their electrical properties are also presented.

  介绍了标题化合物 (1) 的合成、X 射线晶体分析法确定的分子结构以及循环伏安法研究的电化学特性。通过电化学氧化法制备了 1 的几种阳离子基盐，并介绍了它们的电学性质。
• Silver(I) Coordination Polymer of 2,5-Bis- (4‘,5‘-bis(methylthio)-1‘,3‘-dithiol-2‘-ylidene)- 1,3,4,6-tetrathiapentalene (TTM-TTP) and Its Highly Conductive Iodine Derivative
  作者：Jian Chu Zhong、Yohji Misaki、Megumu Munakata、Takayoshi Kuroda-Sowa、Masahiko Maekawa、Yusaku Suenaga、Hisashi Konaka

  DOI：10.1021/ic010630h

  日期：2001.12.1

  The novel silver(I) coordination polymer with 2,5-bis(4',5'-bis(methylthio)-1',3'-dithiol-2'ylidene)-1,3,4,6-tetrathiapentalene (TTM-TTP), [Ag(TTM-TTP)(CF3SO3)](n) (1), which consists of 1-D waving chains, was synthesized and characterized. Polymer 1 can be also regarded as a 3-D supramolecular network formed via many shorter side-by-side and face-to-face (SS)-S-... contacts. This polymer and its iodine-doped compound 2 behave as semiconductors with σ(25&DEG;C) values of 7.1 x 10(-6) and 0.85 S cm(-1), respectively.[GRAPHICS]