2-(5-ethynylbenzo[d][1,3]dithiol-2-ylidene)benzo[d][1,3]dithiole | 1413936-61-4

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2-(5-ethynylbenzo[d][1,3]dithiol-2-ylidene)benzo[d][1,3]dithiole
• 英文别名: 2-(1,3-Benzodithiol-2-ylidene)-5-ethynyl-1,3-benzodithiole
• CAS: 1413936-61-4
• 化学式: C₁₆H₈S₄
• 分子量: 328.504
• InChiKey: FHAINKXAQZBKNX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 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：

  Ru₂(N,N′-dimethylbenzamidinate)₄(NO₃)₂ 、 2-(5-ethynylbenzo[d][1,3]dithiol-2-ylidene)benzo[d][1,3]dithiole 在 二乙胺 作用下， 以 四氢呋喃 为溶剂， 以65%的产率得到trans-Ru₂(III,III)(N,N′-dimethylbenzamidinate)₄(2-(5-ethynylbenzo[d][1,3]dithiol-2-ylidene)benzo[d][1,3]dithiole(-1H))₂
  参考文献：
  名称：

  New Linear π-Conjugated Diruthenium Compounds Containing Axial Tetrathiafulvalene-acetylide Ligands

  摘要：

  Under the weak base conditions, diruthenium-(III) tetrakis-N,N'-dimethylbenzamidinate (DMBA) nitrate (Ru-2(DMBA)(4)(NO3)(2)) reacted with electroactive tetrathiafulvalene acetylene ligands, HC C-TTF1 (5-ethynyl-2-(4,5-dimethyl-1,3-dithiol-2-ylidene)benzo[d][1,3]dithiole) and HC C-TTF2 (2-(5-ethynylbenzo[d][1,3]dithiol-2-ylidene)-benzo[d][1,3]dithiole), to afford new compounds trans-Ru-2(DMBA)(4)(C C-TTF1)(2) ( 1) and trans-Ru-2(DMBA)(4)(C C-TTF2)(2) (2), respectively. The trans orientation and the planar nature of the ethynyltetrathiafulvalene ligands around the Ru-2(III,III) core were supported by the single-crystal X-ray diffraction study of compound 1. Both compounds 1 and 2 and their TTF ligand precursors were characterized with the spectroscopic and voltammetric techniques, which revealed a minimal electronic interaction between the two TTF moieties within the same compound. The electronic structure of trans-Ru-2(DMBA)(4)(C C-TTF)(2) was analyzed based on a DFT calculation of a model compound, and the resultant distribution of valence MOs is consistent with the voltammetric results.

  DOI：

  10.1021/om300985z
• 作为产物：
  描述：

  (2-(2-(benzo[d][1,3]dithiol-2-ylidene)benzo[d][1,3]dithiol-5-yl)ethynyl)trimethylsilane 在 甲醇 、 potassium fluoride 作用下， 以 四氢呋喃 为溶剂， 以80%的产率得到2-(5-ethynylbenzo[d][1,3]dithiol-2-ylidene)benzo[d][1,3]dithiole
  参考文献：
  名称：

  New Linear π-Conjugated Diruthenium Compounds Containing Axial Tetrathiafulvalene-acetylide Ligands

  摘要：

  Under the weak base conditions, diruthenium-(III) tetrakis-N,N'-dimethylbenzamidinate (DMBA) nitrate (Ru-2(DMBA)(4)(NO3)(2)) reacted with electroactive tetrathiafulvalene acetylene ligands, HC C-TTF1 (5-ethynyl-2-(4,5-dimethyl-1,3-dithiol-2-ylidene)benzo[d][1,3]dithiole) and HC C-TTF2 (2-(5-ethynylbenzo[d][1,3]dithiol-2-ylidene)-benzo[d][1,3]dithiole), to afford new compounds trans-Ru-2(DMBA)(4)(C C-TTF1)(2) ( 1) and trans-Ru-2(DMBA)(4)(C C-TTF2)(2) (2), respectively. The trans orientation and the planar nature of the ethynyltetrathiafulvalene ligands around the Ru-2(III,III) core were supported by the single-crystal X-ray diffraction study of compound 1. Both compounds 1 and 2 and their TTF ligand precursors were characterized with the spectroscopic and voltammetric techniques, which revealed a minimal electronic interaction between the two TTF moieties within the same compound. The electronic structure of trans-Ru-2(DMBA)(4)(C C-TTF)(2) was analyzed based on a DFT calculation of a model compound, and the resultant distribution of valence MOs is consistent with the voltammetric results.

  DOI：

  10.1021/om300985z