(E)-1,2-di(2-furyl)vinylene bis(N-phenylchloroformimidate)

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (E)-1,2-di(2-furyl)vinylene bis(N-phenylchloroformimidate)
• 英文别名: (E)-1,2-di-2-furylvinylene bis(N-phenylchloroformimidate)；1-[(E)-2-(C-chloro-N-phenylcarbonimidoyl)oxy-1,2-bis(furan-2-yl)ethenoxy]-N-phenylmethanimidoyl chloride
• 化学式: C₂₄H₁₆Cl₂N₂O₄
• 分子量: 467.308
• InChiKey: WFXCILBDEQFLEF-MKPVNSSISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.3
• 重原子数：
  32
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  69.5
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  糠偶酰 、 二氯代苯胩 以74%的产率得到2-phenylimino-4,5-di(2-furyl)-1,3-dioxole
  参考文献：
  名称：

  Electrochemical synthesis of 2-arylimino-4,5-di(2-furyl)-1,3-dioxoles and (E)-1,2-di(2-furyl)vinylene bis(N-arylchloroformimidates). HF and B3LYP computational study of the topomerization mechanism of aryliminodioxoles

  摘要：

  Cathodic reductions of 2,2'-furils in the presence of bi-arylcarbonimidoyl dichlorides lead to 2-arylimino-4,5-di(2-furyl)-1,3-dioxoles in high yields. along with minor amounts of (E)-1,2-di(2-furyl)vinylene bis(N-arylchloroformimidates). HF and B3LTP density functional theory methods have been applied to the determination of Molecular geometries and to Study the topomerization mechanism of aryliminodioxoles. The molecular structure of (E)-1,2-di(2-furyl)vinylene bis[N-(2-chloro-4-methylphenyl)chloroformimidate] has been determined by X-ray crystallography and compared with the calculated Structure. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.02.082

文献信息

• Electrochemical reduction of diheteroaryl-1,2-diketones in the presence of carbonimidoyl dichlorides. First synthesis of 2-arylimino-4,5-di-2-furyl-1,3-dioxoles and (E)-1,2-di-2-furylvinylene bis(N-arylchloroformimidates)
  作者：Antonio Guirado、Andrés Zapata、Raquel Andreu、Bruno Martiz

  DOI：10.1016/s0040-4039(01)02405-4

  日期：2002.2

  Selective cathodic reductions of 2,2'-furil in an aprotic medium, under constant potential. in the presence of equimolecular amounts of N-arylcarbonimidoyl dichlorides provide previously unknown it 2-arylimino-4.5-di-2-furyl-1,3-dioxoles in high yields. These compounds were formed accompanied by minor products which were identified as (E)-1,2-di-2-furylvinylene bis(N-arylchloroformimidates). a new class of compound. Similar reductions were applied to 2.2'-pyridil. 2,2'-thenil and bis(pyrrol-2-yl)-1,2-ethanedione. However, arylisocyanides were quantitatively generated by mediated electroreduction of arylcarbonimidoyl dichlorides. (C) 2002 Elsevier Science Ltd. All rights reserved.
• Electrochemical synthesis of 2-arylimino-4,5-di(2-furyl)-1,3-dioxoles and (E)-1,2-di(2-furyl)vinylene bis(N-arylchloroformimidates). HF and B3LYP computational study of the topomerization mechanism of aryliminodioxoles
  作者：Antonio Guirado、Andrés Zapata、Raquel Andreu、Carmen Ramírez de Arellano、Peter G. Jones、Jesús Gálvez

  DOI：10.1016/j.tet.2009.02.082

  日期：2009.5

  Cathodic reductions of 2,2'-furils in the presence of bi-arylcarbonimidoyl dichlorides lead to 2-arylimino-4,5-di(2-furyl)-1,3-dioxoles in high yields. along with minor amounts of (E)-1,2-di(2-furyl)vinylene bis(N-arylchloroformimidates). HF and B3LTP density functional theory methods have been applied to the determination of Molecular geometries and to Study the topomerization mechanism of aryliminodioxoles. The molecular structure of (E)-1,2-di(2-furyl)vinylene bis[N-(2-chloro-4-methylphenyl)chloroformimidate] has been determined by X-ray crystallography and compared with the calculated Structure. (C) 2009 Elsevier Ltd. All rights reserved.