Bis(2-furoyl) diselenide | 134031-04-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Bis(2-furoyl) diselenide
• 英文别名: furan-2-carboxylic diselenoperoxyanhydride；Bis(furan-2-ylcarbonyl) diselenide；Se-(furan-2-carbonylselanyl) furan-2-carboselenoate
• CAS: 134031-04-2
• 化学式: C₁₀H₆O₄Se₂
• 分子量: 348.075
• InChiKey: UYSOURHIOZHDJC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.18
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  60.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  呋喃甲酰氯 在 selenium 、 air 、 一氧化碳 、 水 、 碘 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 生成 Bis(2-furoyl) diselenide
  参考文献：
  名称：

  Synthesis utilizing reducing ability of carbon monoxide: a new method for selective synthesis of diorgano selenides and diselenides using selenium-carbon monoxide-water reaction system

  摘要：

  A new approach to the synthesis of diorganyl selenides and diselenides is described. Selective generation of tertiary amine salts of hydrogen selenide ([HSe-].[R3NH+]) and hydrogen diselenide ([HSe2-].[R3NH+]) has been achieved by controlling the reaction conditions for the reduction of elemental selenium with carbon monoxide and water in the presence of tertiary amine. Subsequent alkylation provided a wide variety of symmetrical dialkyl selenides (R2Se) and diselenides (R2Se2) with a high degree of selectivity. Acylation of the amine salt of hydrogen selenide by equimolar amounts of acid chlorides led to the formation of tertiary amine salt of selenocarboxylates [R3NH+].[RCOSe-] in excellent yields. Further acylation and alkylation of this salt yielded bis(acyl) selenides [(RCO)2Se] and Se-alkyl selenocarboxylates (RCOSeR'), respectively. Moreover, oxidation of the amine salt of selenocarboxylates gave rise to bis(acyl) diselenides [(RCO)2Se2].

  DOI：

  10.1021/jo00012a006

文献信息

• Synthesis and characterization of novel organic heteroatom compounds from reaction of Woollins' reagent with various organic substrates
  作者：Guoxiong Hua、Junyi Du、David B. Cordes、Kasun S. A. Arachchige、Alexandra M. Z. Slawin、J. Derek Woollins

  DOI：10.1080/10426507.2015.1072184

  日期：2016.3.3

  GRAPHICAL ABSTRACT ABSTRACT A series of new selenium-containing heteroatom compounds were synthesized in good yields by the reaction of Woollins’ reagent with various organic substrates such as cyclohexylamine, N-benzoylbenzamide, benzoic anhydride, 4-fluoro-N-(2-oxo-2-phenylethyl)benzamide, N-benzoylbenzamide, benzoic anhydride, 3-(bromomethyl)benzonitrile, 1,2-diphenylethane-1,2-diol, and sodium

  图形摘要 摘要 通过伍林斯试剂与各种有机底物如环己胺、N-苯甲酰苯甲酰胺、苯甲酸酐、4-氟-N-(2-氧代- 2-苯基乙基）苯甲酰胺、N-苯甲酰基苯甲酰胺、苯甲酸酐、3-（溴甲基）苄腈、1,2-二苯基乙烷-1,2-二醇和醇钠。描述了三个代表性的 X 射线结构。
• NISHIYAMA, YUTAKA;KATSUURA, AKIO;NEGORO, ATSUHITO;HAMANAKA, SAWAKO, J. ORG. CHEM., 56,(1991) N2, C. 3776-3780
  作者：NISHIYAMA, YUTAKA、KATSUURA, AKIO、NEGORO, ATSUHITO、HAMANAKA, SAWAKO

  DOI：——

  日期：——