5-[(5-Ethynylthiophen-2-yl)methylidene]-1,3-diazinane-2,4,6-trione | 946569-78-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 5-[(5-Ethynylthiophen-2-yl)methylidene]-1,3-diazinane-2,4,6-trione
• CAS: 946569-78-4
• 化学式: C₁₁H₆N₂O₃S
• 分子量: 246.246
• InChiKey: YKXOJGOKSXKEFO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  104
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [RuCl(dppe)2]OTf 、 5-[(5-Ethynylthiophen-2-yl)methylidene]-1,3-diazinane-2,4,6-trione 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 [RuCl(dppe)2(CCHC4H2SCHC4O3N2H2)]OTf
  参考文献：
  名称：

  Alkynyl Ruthenium Colorimetric Sensors:  Optimizing the Selectivity toward Fluoride Anion

  摘要：

  We report on the synthesis of alkynyl ruthenium colorimetric sensors whose receptors are constituted by thiazolidinedione, rhodanine, or barbituric heads as recognition centers for anions. As modifications in the charge density at these recognition centers affect the whole molecule, through the alkynyl ligand acting as a communicating wire, the effects of hydrogen-bonding interactions with the anions were observed with the naked eye and monitored by UV-vis absorption spectrometry. The selectivity of the sensors was improved through electronic modifications of the alkynyl ruthenium subunit: the higher the electron density at the receptor head, the higher the selectivity is. TD-DFT calculations rationalize the long-range electronic communication as a main characteristic of the alkynyl ruthenium species and as a key to improve the selectivity of alkynyl ruthenium-based sensors toward anions.

  DOI：

  10.1021/ic062389i