1,7-bis(2-pyridyl)hepta-1,6-diyne

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 1,7-bis(2-pyridyl)hepta-1,6-diyne
• 英文别名: 2-(7-Pyridin-2-ylhepta-1,6-diynyl)pyridine
• 化学式: C₁₇H₁₄N₂
• 分子量: 246.312
• InChiKey: UVBSSFCYOLGDHM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  25.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,7-bis(2-pyridyl)hepta-1,6-diyne 在 titanium(IV) isopropylate 、 碘 、 异丙基氯化镁 作用下， 生成 2-[(Z)-iodo-[(2Z)-2-[iodo(pyridin-2-yl)methylidene]cyclopentylidene]methyl]pyridine
  参考文献：
  名称：

  A Convenient One-Pot Synthesis of 1,4-Dihalobutadienes from Alkynes via Titanacyclopentadienes and Their Transformation to a Series of Silole Derivatives

  摘要：

  DOI：

  10.1021/jo981533h

文献信息

• 2,5-Di(2-pyridyl)phospholes: model compounds for the engineering of π-conjugated donor–acceptor co-oligomers with a chemically tunable HOMO–LUMO gap
  作者：Caroline Hay、Delphine Le Vilain、Valérie Deborde、Régis Réau、Loïc Toupet

  DOI：10.1039/a808408d

  日期：——

  2,5-Di(2-pyridyl)phospholes possess an extended π-conjugated system with a charge transfer structure; high yielding chemical modifications involving the phosphorus atom allow fine tuning of the HOMO–LUMO gap.

  2,5-二(2-吡啶基)磷烯具有扩展的π-共轭系统和电荷转移结构；涉及磷原子的高产率化学修饰允许对HOMO-LUMO能隙进行精细调节。
• Phosphole-Containing π-Conjugated Systems: From Model Molecules to Polymer Films on Electrodes
  作者：Caroline Hay、Muriel Hissler、Cédric Fischmeister、Joëlle Rault-Berthelot、Loïc Toupet、László Nyulászi、Régis Réau

  DOI：10.1002/1521-3765(20011001)7:19<4222::aid-chem4222>3.0.co;2-3

  日期：2001.10.1

  Two series of 2.5-dipyridyl and 2.5-dithienylphosphole derivatives containing sigma (3)- or sigma (4)-P atoms were prepared. and their optical (UV/Vis absorption, fluorescence spectra) and electrochemical properties were systematically evaluated. These physical properties depend mainly on the natures of the 2.5-substituents and of the phosphorus moiety, and they revealed that these compounds contain extended pi- conjugated systems. Structure -property relationships were established on the basis of these experimental data and ab initio calculations on the parent molecules. The limited aromatic character and low-lying LUMO of the phosphole ring appear to be crucial for achieving a highly delocalised pi system. Electrooxidation of 2,5-dithienylphosphole derivatives affords electroactive films with low optical band gaps. As observed for the corresponding monomers, the optical and electrochemical properties of the polymers can be varied over a wide range by modifying the nature of the phosphorus moiety.