4-ethynyl-5-methyl-4',5'-ethylenedithiotetrathiafulvalene | 1282619-17-3

• 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: 4-ethynyl-5-methyl-4',5'-ethylenedithiotetrathiafulvalene
• 英文别名: 2-(4-Ethynyl-5-methyl-1,3-dithiol-2-ylidene)-5,6-dihydro-[1,3]dithiolo[4,5-b][1,4]dithiine；2-(4-ethynyl-5-methyl-1,3-dithiol-2-ylidene)-5,6-dihydro-[1,3]dithiolo[4,5-b][1,4]dithiine
• CAS: 1282619-17-3
• 化学式: C₁₁H₈S₆
• 分子量: 332.581
• InChiKey: ZBUCIOUYAUEFHC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  152
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4-ethynyl-5-methyl-4',5'-ethylenedithiotetrathiafulvalene 在 lithium diisopropylamide 作用下， 以 四氢呋喃 、 氯苯 、 乙腈 为溶剂， 生成 Cr(1,4,8,11-tetraazacyclotetradecane)(4-ethynyl-5-methyl-4',5'-ethylenedithiotetrathiofulvalene)2BF4(acetonitrile)(PhCl)2
  参考文献：
  名称：

  Weak Ferromagnetism and Strong Spin−Spin Interaction Mediated by the Mixed-Valence Ethynyltetrathiafulvalene-Type Ligand

  摘要：

  A new chromium complex with ethynyltetrathiafulvalene (TTF)-type ligands, [CrCyclam(C C-5-methyl-4'5'-ethylenedithio-TTF)(2)]OTf ([1]OTf), was synthesized. The cyclic voltammetry of the complex shows two reversible oxidation waves owing to the first and second oxidation of the TTF unit. The electrochemical oxidation of [1]OTf in a Bu4NClO4 or Bu4NBF4 solution of a 1:1 acetonitrile-chlorobenzene mixture gave isostructural crystals of [1][ClO4](2)(PhCl)(2)(MeCN) and [1] [BF4](2)(PhCl)(2)(MeCN), where two mixed-valence TTF units of adjacent complexes form a dinner radical cation. The crystal structures are characterized bi an alternating chain of S = 3/2 Cr(3+)Cyclam units and S = 1/2 (TTF)(2)(+) dimers. These two paramagnetic components are connected directly by an ethynyl group, resulting in a strong intrachain spin-spin interaction of 2J/k(B) = -30 and -28 K for [ClO4](-) and [BF4](-) salts, respectively (H = 2J Sigma S-i(i)center dot Si+1). Both salts show a weak ferromagnetic transition at 23 K thanks to interchain antiferromagnetic interaction between TTF dimers. The remanent magnetizations and coercive forces of nonoriented samples at 1.8 K are 0.016 mu(B) and 90 mT for the [ClO4](-) salt and 0.010 mu(B) and 50 mT Oe for the [BF4](-) salt, respectively. The weak ferromagnetism is attributed to the Dzyaloshinsky-Moriya interaction between adjacent TTF dimers and/or the single-ion anisotropy of [1](2+).

  DOI：

  10.1021/ic102384s
• 作为产物：
  描述：

  4-[(trimethylsilyl)ethynyl]-5-methyl-4',5'-ethylenedithiotetrathiafulvalene 在 potassium fluoride 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 24.0h， 以90%的产率得到4-ethynyl-5-methyl-4',5'-ethylenedithiotetrathiafulvalene
  参考文献：
  名称：

  Weak Ferromagnetism and Strong Spin−Spin Interaction Mediated by the Mixed-Valence Ethynyltetrathiafulvalene-Type Ligand

  摘要：

  A new chromium complex with ethynyltetrathiafulvalene (TTF)-type ligands, [CrCyclam(C C-5-methyl-4'5'-ethylenedithio-TTF)(2)]OTf ([1]OTf), was synthesized. The cyclic voltammetry of the complex shows two reversible oxidation waves owing to the first and second oxidation of the TTF unit. The electrochemical oxidation of [1]OTf in a Bu4NClO4 or Bu4NBF4 solution of a 1:1 acetonitrile-chlorobenzene mixture gave isostructural crystals of [1][ClO4](2)(PhCl)(2)(MeCN) and [1] [BF4](2)(PhCl)(2)(MeCN), where two mixed-valence TTF units of adjacent complexes form a dinner radical cation. The crystal structures are characterized bi an alternating chain of S = 3/2 Cr(3+)Cyclam units and S = 1/2 (TTF)(2)(+) dimers. These two paramagnetic components are connected directly by an ethynyl group, resulting in a strong intrachain spin-spin interaction of 2J/k(B) = -30 and -28 K for [ClO4](-) and [BF4](-) salts, respectively (H = 2J Sigma S-i(i)center dot Si+1). Both salts show a weak ferromagnetic transition at 23 K thanks to interchain antiferromagnetic interaction between TTF dimers. The remanent magnetizations and coercive forces of nonoriented samples at 1.8 K are 0.016 mu(B) and 90 mT for the [ClO4](-) salt and 0.010 mu(B) and 50 mT Oe for the [BF4](-) salt, respectively. The weak ferromagnetism is attributed to the Dzyaloshinsky-Moriya interaction between adjacent TTF dimers and/or the single-ion anisotropy of [1](2+).

  DOI：

  10.1021/ic102384s

文献信息

• Weak Ferromagnetism and Strong Spin−Spin Interaction Mediated by the Mixed-Valence Ethynyltetrathiafulvalene-Type Ligand
  作者：Junichi Nishijo、Ken Judai、Nobuyuki Nishi

  DOI：10.1021/ic102384s

  日期：2011.4.18

  A new chromium complex with ethynyltetrathiafulvalene (TTF)-type ligands, [CrCyclam(C C-5-methyl-4'5'-ethylenedithio-TTF)(2)]OTf ([1]OTf), was synthesized. The cyclic voltammetry of the complex shows two reversible oxidation waves owing to the first and second oxidation of the TTF unit. The electrochemical oxidation of [1]OTf in a Bu4NClO4 or Bu4NBF4 solution of a 1:1 acetonitrile-chlorobenzene mixture gave isostructural crystals of [1][ClO4](2)(PhCl)(2)(MeCN) and [1] [BF4](2)(PhCl)(2)(MeCN), where two mixed-valence TTF units of adjacent complexes form a dinner radical cation. The crystal structures are characterized bi an alternating chain of S = 3/2 Cr(3+)Cyclam units and S = 1/2 (TTF)(2)(+) dimers. These two paramagnetic components are connected directly by an ethynyl group, resulting in a strong intrachain spin-spin interaction of 2J/k(B) = -30 and -28 K for [ClO4](-) and [BF4](-) salts, respectively (H = 2J Sigma S-i(i)center dot Si+1). Both salts show a weak ferromagnetic transition at 23 K thanks to interchain antiferromagnetic interaction between TTF dimers. The remanent magnetizations and coercive forces of nonoriented samples at 1.8 K are 0.016 mu(B) and 90 mT for the [ClO4](-) salt and 0.010 mu(B) and 50 mT Oe for the [BF4](-) salt, respectively. The weak ferromagnetism is attributed to the Dzyaloshinsky-Moriya interaction between adjacent TTF dimers and/or the single-ion anisotropy of [1](2+).