2,3-di(2-pyridyl)-5,8-diiodoquinoxaline | 144793-00-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 2,3-di(2-pyridyl)-5,8-diiodoquinoxaline
• 英文别名: 5,8-Diiodo-2,3-dipyridin-2-ylquinoxaline
• CAS: 144793-00-0
• 化学式: C₁₈H₁₀I₂N₄
• 分子量: 536.113
• InChiKey: STHPDRIXPRKNKO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  51.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,3-di(2-pyridyl)-5,8-diiodoquinoxaline 在 bis-triphenylphosphine-palladium(II) chloride 盐酸 、 sodium hydride 、 lead dioxide 作用下， 以 四氢呋喃 、 乙醇 、 1,2-二氯乙烷 、 苯 为溶剂， 生成 2-[8-(Dicyanomethylidene)-2-(1-methylpyridin-1-ium-2-yl)-3-pyridin-2-ylquinoxalin-5-ylidene]propanedinitrile;trifluoromethanesulfonate
  参考文献：
  名称：

  Single-component organic conductors based on neutral radicals containing the pyrazino-TCNQ skeleton

  摘要：

  Pyrazino-TCNQ (1a) prepared from 5,8-diiodoquinoxaline (4a) is, like TCNQ itself, a strong electron acceptor and gives a stable anion radical salt as well as highly conductive charge-transfer crystals with donors. Substituted derivatives 1b-i were similarly prepared from 3,6-diiodo-1,2-phenylenediamine (5) as a common intermediate, and bulky substituents such as the phenyl or pyridyl groups have very little effect on either the redox properties or planar geometry of la. Neutral radicals 3d-g derived from pyridyl-substituted derivatives 1d-g, respectively, are open-shell donor-pi-acceptor systems with high electrical amphotericity designed as a new motif for single-component organic conductors. The powder conductivity of 3f was as high as 3.2 X 10(-5) S cm-1.

  DOI：

  10.1021/jo00051a015
• 作为产物：
  描述：

  3,6-二溴-1,2-苯二胺 在 盐酸 、 copper(l) iodide 、 selenium(IV) oxide 、 potassium iodide 、 tin(ll) chloride 作用下， 以 乙醇 、 水 、 二甲基亚砜 为溶剂， 反应 53.5h， 生成 2,3-di(2-pyridyl)-5,8-diiodoquinoxaline
  参考文献：
  名称：

  Single-component organic conductors based on neutral radicals containing the pyrazino-TCNQ skeleton

  摘要：

  Pyrazino-TCNQ (1a) prepared from 5,8-diiodoquinoxaline (4a) is, like TCNQ itself, a strong electron acceptor and gives a stable anion radical salt as well as highly conductive charge-transfer crystals with donors. Substituted derivatives 1b-i were similarly prepared from 3,6-diiodo-1,2-phenylenediamine (5) as a common intermediate, and bulky substituents such as the phenyl or pyridyl groups have very little effect on either the redox properties or planar geometry of la. Neutral radicals 3d-g derived from pyridyl-substituted derivatives 1d-g, respectively, are open-shell donor-pi-acceptor systems with high electrical amphotericity designed as a new motif for single-component organic conductors. The powder conductivity of 3f was as high as 3.2 X 10(-5) S cm-1.

  DOI：

  10.1021/jo00051a015