(Z)-bis(o-acetyl-β-tert-butylstyryl)diselenide | 1415358-07-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (Z)-bis(o-acetyl-β-tert-butylstyryl)diselenide
• 英文别名: 1-[2-[(Z)-2-[[(Z)-1-(2-acetylphenyl)-3,3-dimethylbut-1-en-2-yl]diselanyl]-3,3-dimethylbut-1-enyl]phenyl]ethanone
• CAS: 1415358-07-4
• 化学式: C₂₈H₃₄O₂Se₂
• 分子量: 560.497
• InChiKey: ULJJOVDQVWSZBZ-MFYXSQMNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.89
• 重原子数：
  32
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-tert-butyl-1-methyl-1H-isoselenochromene 在 间氯过氧苯甲酸 作用下， 以 氯仿 为溶剂， 以21%的产率得到(Z)-bis(o-acetyl-β-tert-butylstyryl)diselenide
  参考文献：
  名称：

  Studies on chalcogen-containing heterocycles. Part 37: m-CPBA oxidation of isotellurochromenes and isoselenochromenes

  摘要：

  The oxidation of the 1-unsubstituted isotellurochromenes and isoselenochromenes with m-CPBA resulted in a novel ring-opening reaction to give the o-formyl distyryl ditellurides and diselenides as the sole products in good yields, respectively. The o-benzoyl distyryl ditelluride and diselenide were also produced from the corresponding 1-phenylisochromenes. In contrast, the 1-benzyl and 1-n-butylisochromenes were oxidized to afford the (Z)-1-benzylideneisochromenes and (Z)-1-butylideneisochromenes under similar conditions; no distyryl compounds were obtained. The distyryl compounds were also obtained by the hydrolysis of the corresponding 2-benzochalcogenopyrylium salts, which were easily converted from the 2-benzoisochromenes by treatment with triphenylcarbenium tetrafluoroborate (Ph3C+BF4-). (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.07.023

文献信息

• Studies on chalcogen-containing heterocycles. Part 37: m-CPBA oxidation of isotellurochromenes and isoselenochromenes
  作者：Haruki Sashida、Mamoru Kaname、Kazuo Ohyanagi、Mao Minoura

  DOI：10.1016/j.tet.2012.07.023

  日期：2012.12

  The oxidation of the 1-unsubstituted isotellurochromenes and isoselenochromenes with m-CPBA resulted in a novel ring-opening reaction to give the o-formyl distyryl ditellurides and diselenides as the sole products in good yields, respectively. The o-benzoyl distyryl ditelluride and diselenide were also produced from the corresponding 1-phenylisochromenes. In contrast, the 1-benzyl and 1-n-butylisochromenes were oxidized to afford the (Z)-1-benzylideneisochromenes and (Z)-1-butylideneisochromenes under similar conditions; no distyryl compounds were obtained. The distyryl compounds were also obtained by the hydrolysis of the corresponding 2-benzochalcogenopyrylium salts, which were easily converted from the 2-benzoisochromenes by treatment with triphenylcarbenium tetrafluoroborate (Ph3C+BF4-). (C) 2012 Elsevier Ltd. All rights reserved.