1,1-diphenyl-2,4-diphenylselenyl-1-butene | 835903-35-0

• 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: 1,1-diphenyl-2,4-diphenylselenyl-1-butene
• 英文别名: (1,1-Diphenyl-4-phenylselanylbut-1-en-2-yl)selanylbenzene；(1,1-diphenyl-4-phenylselanylbut-1-en-2-yl)selanylbenzene
• CAS: 835903-35-0
• 化学式: C₂₈H₂₄Se₂
• 分子量: 518.419
• InChiKey: AVUNEVXLJKXFIH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.31
• 重原子数：
  30
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  1,1-diphenyl-2,4-diphenylselenyl-1-butene 在 过氧化脲素 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 以73%的产率得到1,1-Diphenylbuta-1,3-dien-2-ylselanylbenzene
  参考文献：
  名称：

  Urea–Hydrogen Peroxide Complex: A Selective Oxidant in the Synthesis of 2-Phenylselenyl-1,3-butadienes

  摘要：

  2-Phenylselenyl-1,3-butadienes were synthesized via the selective oxidation of 2,4-diphenylselenyl-1-butenes with urea-hydrogen peroxide followed by the selenoxide elimination.

  DOI：

  10.1080/00397910802109224
• 作为产物：
  描述：

  diphenylmethylenecyclopropene 、 二苯基二硒醚 以 甲苯 为溶剂， 反应 3.5h， 以87%的产率得到1,1-diphenyl-2,4-diphenylselenyl-1-butene
  参考文献：
  名称：

  Reaction of Methylenecyclopropanes and Diphenyl Diselenide under Visible-Light Irradiation

  摘要：

  研究了紫外光促进的亚甲基环丙烷与二苯基二硒化物的反应，并在温和的条件下制备了一系列2,4-二苯基硒基-1-丁烯。值得注意的是，加入氧化剂如二苯甲酰过氧化物后，得到了1-(苯基硒基)环丁醇。

  DOI：

  10.1055/s-2006-948210

文献信息

• Reaction of Methylenecyclopropanes and Diphenyl Diselenide under Visible-Light Irradiation
  作者：Xian Huang、Lei Yu

  DOI：10.1055/s-2006-948210

  日期：2006.8

  The reaction of methylenecyclopropanes with diphenyl diselenide promoted by visible light was investigated and a series of 2,4-diphenylselenyl-1-butenes was prepared under mild conditions. Interestingly, with the addition of oxidant such as dibenzoyl peroxide, 1-(phenylselenyl)cyclobutanols were obtained.

  研究了紫外光促进的亚甲基环丙烷与二苯基二硒化物的反应，并在温和的条件下制备了一系列2,4-二苯基硒基-1-丁烯。值得注意的是，加入氧化剂如二苯甲酰过氧化物后，得到了1-(苯基硒基)环丁醇。
• Iron salt, a cheap, highly efficient and environment-friendly metal catalyst for Se–Se bond cleavage and the further reaction with methylenecyclopropanes under mild conditions
  作者：Lei Yu、Lingfeng Ren、Rong Yi、Yulan Wu、Tian Chen、Rong Guo

  DOI：10.1016/j.jorganchem.2010.11.047

  日期：2011.5

  FeCl3 was found to be a good catalyst in Se-Se bond cleavage. Further electrophilic additions to methylenecyclopropanes provide a convenient access to diphenylselenylcyclobutanes. Comparing with other Lewis acids, FeCl3 is much cheaper and the reaction conditions are milde and more tolerance to air and moisture. (C) 2010 Elsevier B.V. All rights reserved.
• Copper(II) Acetate Mediated Reactions of Methylenecyclopropane and Diphenyl Diselenide
  作者：Xian Huang、Lei Yu

  DOI：10.1055/s-2007-980361

  日期：2007.6

  Phenylselenyl-substituted cyclobutenes and 1,3-butadienes were obtained from a copper(II) acetate mediated reaction between methylenecyclopropanes and diphenyl diselenide.

  通过醋酸铜（II）介导的亚甲基环丙烷与二苯基二硒化物的反应，获得了苯基硒取代的环丁烯和 1,3-丁二烯。
• Urea–Hydrogen Peroxide Complex: A Selective Oxidant in the Synthesis of 2-Phenylselenyl-1,3-butadienes
  作者：Lei Yu、Bo Meng、Xian Huang

  DOI：10.1080/00397910802109224

  日期：2008.8.29

  2-Phenylselenyl-1,3-butadienes were synthesized via the selective oxidation of 2,4-diphenylselenyl-1-butenes with urea-hydrogen peroxide followed by the selenoxide elimination.