1-iodo-1-butyltelluro-2-phenyl ethene

• 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-iodo-1-butyltelluro-2-phenyl ethene
• 英文别名: [(Z)-2-butyltellanyl-2-iodoethenyl]benzene
• 化学式: C₁₂H₁₅ITe
• 分子量: 413.756
• InChiKey: BLBSEINCLQLZAM-ZRDIBKRKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.34
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  butyl(phenylethynyl)tellane 在 Schwartz's reagent 、 碘 作用下， 生成 (E)-1-iodo-1-butyltelluro-2-phenylethene 、 1-iodo-1-butyltelluro-2-phenyl ethene
  参考文献：
  名称：

  Hydrozirconation of acetylenic chalcogenides. Synthesis and reactions of zirconated vinyl chalcogenide intermediates

  摘要：

  Acetylenic tellurides react with Cp2Zr(H)Cl in THF at room temperature to give the alpha-zirconated vinyl telluride intermediates 39, which react with a wide range of electrophiles to give several types of trisubstituted olefins, such as alpha-halo vinyl tellurides, ketene telluro(seleno) acetals, ketene telluro acetals, and vinylic tellurides of Z configuration. Acetylenic selenides undergo similar reactions, but a lack of regioselectivity results in the formation of a mixture of alpha-zirconated 19 and beta- zirconated 20 vinylic selenide intermediates. After a derailed study was established that the use of 2.0 equivalents of Cp2Zr(H)Cl is crucial to perform the total hydrozirconation of acetylenic selenides or tellurides. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00014-3

文献信息

• Hydrozirconation of Stannylacetylenes. Synthesis and Reactions of Ketene Stannyl(Telluro) Acetals
  作者：Miguel J. Dabdoub、Adriano C. M. Baroni

  DOI：10.1021/jo991015m

  日期：2000.1.1

  ketene stannyl(seleno) acetals 12. Otherwise, the use of 1.4 equiv of Cp(2)Zr(H)Cl and 1.0 equiv of PhSeBr results in the exclusive formation of 12, in good yields. Treatment of ketene stannyl(telluro) acetals with iodine or NBS followed by reductive dehalogenation results in the formation of 1-iodo-1-telluroalkenes 4a-e and 1-bromo-1-telluroalkenes 5a-e, respectively, with total retention of the configuration

  室温下，苯乙烯基乙炔7a-e与Cp（2）Zr（H）Cl在THF中反应，生成α-锆化乙烯基锡烷中间体8a-e，随后与丁基碲烯基溴化物（2.0当量）反应，仅生成烯基苯乙烯基（碲） E构型的乙缩醛6a-e。使用苯基硒烯基溴化物（2.0当量）作为亲电子试剂进行了类似的反应，但形成了包括预期的乙烯酮苯乙烯基（硒基）缩醛12在内的产物混合物。否则，使用1.4当量的Cp（2）Zr（H）Cl和1.0当量的PhSeBr可以排他地形成12，收率很好。用碘或NBS处理乙烯酮苯乙烯基（telluro）乙缩醛，然后进行还原性脱卤作用，分别形成1-碘-1-碲代烯烃4a-e和1-溴-1-碲代烯烃5a-e，并完全保留组态。