6-methyl-5-phenylthio-hepta-1,4(Z),6-triene

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 6-methyl-5-phenylthio-hepta-1,4(Z),6-triene
• 英文别名: [(3Z)-2-methylhepta-1,3,6-trien-3-yl]sulfanylbenzene
• 化学式: C₁₄H₁₆S
• 分子量: 216.347
• InChiKey: HOHUJLSLSGBQSI-KAMYIIQDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  25.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  烯丙氧基苯硫酚 、 2-甲基-1-丁烯-3-炔 在 bis(1,5-cyclooctadiene)nickel (0) 1,4-双(二苯基膦)丁烷 作用下， 以 四氢呋喃 为溶剂， 反应 8.0h， 以10%的产率得到6-methyl-5-phenylthio-hepta-1,4(Z),6-triene
  参考文献：
  名称：

  Nickel-Catalyzed Thioallylation of Alkynes with Allyl Phenyl Sulfides

  摘要：

  Allylic sulfides add to alkynes in the presence of nickel complexes efficiently to afford thio-1,4-dienes regio- and stereoselectively. Functional groups such as alkoxy, siloxy, hydroxy, carboalkoxy, chloro, and cyano groups are tolerated. A mechanism that involves a pi-allyl nickel intermediate is proposed on the basis of isolation of pi-allyl complexes and distribution of products in the reactions of alpha- or gamma-methylated allyl sulfide.

  DOI：

  10.1021/ol062686r

文献信息

• Nickel-Catalyzed Thioallylation of Alkynes with Allyl Phenyl Sulfides
  作者：Ruimao Hua、Hideaki Takeda、Shun-ya Onozawa、Yoshimoto Abe、Masato Tanaka

  DOI：10.1021/ol062686r

  日期：2007.1.1

  Allylic sulfides add to alkynes in the presence of nickel complexes efficiently to afford thio-1,4-dienes regio- and stereoselectively. Functional groups such as alkoxy, siloxy, hydroxy, carboalkoxy, chloro, and cyano groups are tolerated. A mechanism that involves a pi-allyl nickel intermediate is proposed on the basis of isolation of pi-allyl complexes and distribution of products in the reactions of alpha- or gamma-methylated allyl sulfide.