(E)-1-chloro-6-phenyl-1-hexene-3,5-diyne | 919087-27-7

• 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-chloro-6-phenyl-1-hexene-3,5-diyne
• 英文别名: [(E)-6-chlorohex-5-en-1,3-diynyl]benzene
• CAS: 919087-27-7
• 化学式: C₁₂H₇Cl
• 分子量: 186.641
• InChiKey: FSYWHQGJMAKELL-YRNVUSSQSA-N

物化性质

• 沸点：
  284.8±32.0 °C(Predicted)
• 密度：
  1.16±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 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：

  (E)-1-chloro-6-phenyl-1-hexene-3,5-diyne 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 8.0h， 生成 1-phenyl-1,3,5,7-nonatetrayne
  参考文献：
  名称：

  Highly Efficient and Selective Synthesis of Conjugated Triynes and Higher Oligoynes of Biological and Materials Chemical Interest via Palladium-Catalyzed Alkynyl−Alkenyl Coupling

  摘要：

  Iteration of a Pd-catalyzed reaction of alkynyl- and oligoynylzincs with (E)-ICH-CHCI followed by metalation-termination with electrophiles(E) has provided a linear route to conjugated tri- and tetraynes, and Pd-catalyzed monoalkynylation of 1,1-dibromoenynes accompanied by dehydrobromination has provided a convergent route to conjugated tri-, tetra-, and pentaynes. Both display unprecedented high efficiency and selectivity.

  DOI：

  10.1021/ol0623825
• 作为产物：
  描述：

  (E) 2-iodo-1-chloroethylene 、 (E)-1-chloro-4-phenyl-1-buten-3-yne 在 四(三苯基膦)钯 正丁基锂 、 zinc dibromide 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 7.0h， 以78%的产率得到(E)-1-chloro-6-phenyl-1-hexene-3,5-diyne
  参考文献：
  名称：

  Highly Efficient and Selective Synthesis of Conjugated Triynes and Higher Oligoynes of Biological and Materials Chemical Interest via Palladium-Catalyzed Alkynyl−Alkenyl Coupling

  摘要：

  Iteration of a Pd-catalyzed reaction of alkynyl- and oligoynylzincs with (E)-ICH-CHCI followed by metalation-termination with electrophiles(E) has provided a linear route to conjugated tri- and tetraynes, and Pd-catalyzed monoalkynylation of 1,1-dibromoenynes accompanied by dehydrobromination has provided a convergent route to conjugated tri-, tetra-, and pentaynes. Both display unprecedented high efficiency and selectivity.

  DOI：

  10.1021/ol0623825

文献信息

• Highly Efficient and Selective Synthesis of Conjugated Triynes and Higher Oligoynes of Biological and Materials Chemical Interest via Palladium-Catalyzed Alkynyl−Alkenyl Coupling
  作者：Estelle Métay、Qian Hu、Ei-ichi Negishi

  DOI：10.1021/ol0623825

  日期：2006.12.1

  Iteration of a Pd-catalyzed reaction of alkynyl- and oligoynylzincs with (E)-ICH-CHCI followed by metalation-termination with electrophiles(E) has provided a linear route to conjugated tri- and tetraynes, and Pd-catalyzed monoalkynylation of 1,1-dibromoenynes accompanied by dehydrobromination has provided a convergent route to conjugated tri-, tetra-, and pentaynes. Both display unprecedented high efficiency and selectivity.