4-(4-Methoxyphenyl)-oct-4-en | 460716-94-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-(4-Methoxyphenyl)-oct-4-en
• 英文别名: 1-Methoxy-4-oct-4-en-4-ylbenzene；1-methoxy-4-oct-4-en-4-ylbenzene
• CAS: 460716-94-3
• 化学式: C₁₅H₂₂O
• 分子量: 218.339
• InChiKey: SQQSEZVOWZMULC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  4-(4-Methoxyphenyl)-oct-4-en 在 palladium on activated charcoal 氢碘酸 、 氢气 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 生成 4-辛烷-4-基苯酚
  参考文献：
  名称：

  Sonawane,H.R. et al., Indian Journal of Chemistry, 1965, vol. 3, p. 260 - 265

  摘要：

  DOI：
• 作为产物：
  描述：

  4-<4-Methoxyphenyl>-octan-4-ol 在 盐酸 、 zinc(II) chloride 作用下， 生成 4-(4-Methoxyphenyl)-oct-4-en
  参考文献：
  名称：

  Sonawane,H.R. et al., Indian Journal of Chemistry, 1965, vol. 3, p. 260 - 265

  摘要：

  DOI：

文献信息

• Iron-Catalyzed Arylmagnesiation of Aryl(alkyl)acetylenes in the Presence of an <i>N</i>-Heterocyclic Carbene Ligand
  作者：Takafumi Yamagami、Ryo Shintani、Eiji Shirakawa、Tamio Hayashi

  DOI：10.1021/ol063132r

  日期：2007.3.1

  Addition of arylmagnesium bromides to aryl(alkyl)acetylenes proceeded in the presence of an iron catalyst and a N-heterocyclic carbene ligand to give high yields of the corresponding alkenylmagnesium reagents, which were transformed into tetrasubstituted alkenes by subsequent treatment with electrophiles. [reaction: see text]

  在铁催化剂和N-杂环卡宾配体的存在下，将芳基溴化镁加到芳基（烷基）乙炔上，得到高产率的相应的烯基镁试剂，通过随后用亲电试剂处理将其转化为四取代的烯烃。[反应：看文字]
• Hydrophenylation of internal alkynes with boronic acids catalysed by a Ni–Zn hydroxy double salt-intercalated anionic rhodium(<scp>iii</scp>) complex
  作者：Takayoshi Hara、Nozomi Fujita、Nobuyuki Ichikuni、Karen Wilson、Adam F. Lee、Shogo Shimazu

  DOI：10.1039/c5cy01139f

  日期：——

  [Rh(OH)₆]³⁻ intercalated Ni–Zn mixed basic salt (Rh/NiZn) acts as an efficient catalyst for the hydrophenylation of internal alkynes with arylboronic acids under mild conditions.

  [Rh(OH)₆]³⁻插层Ni-Zn混合碱性盐（Rh/NiZn）在温和条件下催化内部炔烃与芳基硼酸的加氢苯基化反应中表现出高效催化作用。
• Rhodium-Catalyzed Three-Component Reaction of Alkynes, Arylzinc Chlorides, and Iodomethanes Producing Trisubstituted/Tetrasubstituted Alkenes with/without 1,4-Migration
  作者：He Meng、Shiming Bai、Yu Qiao、Ting He、Weiyi Li、Jialin Ming

  DOI：10.1021/acs.orglett.2c02299

  日期：2022.7.29

  A three-component reaction of alkynes, arylzinc chlorides, and iodomethanes was found to proceed in the presence of a rhodium catalyst to give high yields of trisubstituted/tetrasubstituted alkenes. The usual arylzinc chlorides only gave trisubstituted alkenes, generated through a migratory carbozincation–cross-coupling sequence, where 1,4-Rh migration from an alkenyl carbon to an aryl carbon occurred

  发现在铑催化剂存在下进行炔烃、芳基氯化锌和碘甲烷的三组分反应，以产生高产率的三取代/四取代烯烃。通常的芳基氯化锌仅产生三取代的烯烃，通过迁移的碳化 - 交叉偶联序列产生，其中 1,4-Rh 从烯基碳迁移到芳基碳。相比之下，5 元杂芳基氯化锌仅通过碳化-交叉偶联途径产生四取代烯烃，而没有 1,4-迁移。
• Arylation of alkynes over hydrotalcite docked Rh-m-TPPTC complex
  作者：Florentina Neaţu、Mădălina Ciobanu、Laura E. Ştoflea、Ligia Frunză、Vasile I. Pârvulescu、Véronique Michelet

  DOI：10.1016/j.cattod.2014.07.004

  日期：2015.6

  Rh-m-TPPTC complex was successful immobilized onto a hydrotalcite Zn-Al to convert selectively in aqueous media both the symmetric and nonsymmetric alkynes into functionalized alkenes, with boronic acids. The complex preserved its activity after the ionic exchange, leading to excellent results (similar to 87%) for the symmetric alkynes and also for the non-symmetrical alkynes (up to 99%). (C) 2014 Elsevier B.V. All rights reserved.