(E)-1-(2-丁氧基乙烯基)萘 | 127087-64-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: (E)-1-(2-丁氧基乙烯基)萘
• 英文名称: (E)-1-(2-butoxyethenyl)naphthalene
• 英文别名: 1-[(E)-2-butoxyethenyl]naphthalene
• CAS: 127087-64-3
• 化学式: C₁₆H₁₈O
• 分子量: 226.318
• InChiKey: HBCNHCRVCUQXFR-ACCUITESSA-N

物化性质

• 沸点：
  365.2±11.0 °C(Predicted)
• 密度：
  1.026±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  乙烯基正丁醚 、 1-萘基三氟甲磺酸酯 在 palladium diacetate 、 新铜试剂 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.5h， 生成 (E)-1-(2-丁氧基乙烯基)萘 、 萘,1-(1-丁氧基乙烯基)-
  参考文献：
  名称：

  1,10-Phenanthroline derivatives: a new ligand class in the Heck reaction. Mechanistic aspects

  摘要：

  Mechanistic studies concerning the use of 1,10-phenanthroline derivatives as palladium ligands in the Heck reaction are described. The work is focused on the steering factors for the coordination of unsaturated systems onto palladium(0) and palladium(II) complexes.

  DOI：

  10.1021/jo00078a021

文献信息

• A mechanistic study on modern palladium catalyst precursors as new gateways to Pd(0) in cationic Heck reactions
  作者：Andreas Svennebring、Per J.R. Sjöberg、Mats Larhed、Peter Nilsson

  DOI：10.1016/j.tet.2007.11.111

  日期：2008.2

  identify catalytic cationic organopalladium species in ligand-controlled Heck reactions involving electron-rich olefins and different Pd-sources. In these high-temperature Heck arylations, the oxidative addition intermediates were observed as bidentate ligand chelated cationic aryl palladium species, suggesting that the used ligand attaches to the metal center at the very beginning of the catalytic cycle

  电喷雾电离质谱（ESI-MS）被用作直接鉴定涉及富电子烯烃和不同Pd源的由配体控制的Heck反应中的催化阳离子有机钯物质的方法。在这些高温的Heck芳基化反应中，观察到氧化加成中间体为二齿配体螯合的阳离子芳基钯物种，表明所用的配体在催化循环的最开始就附着在金属中心。这也与获得的分离产物的区域异构体特征一致。该研究支持标准的Pd（0）/ Pd（II）Heck机制，并提供了有关正在进行的Heck反应中基本Pd（II）中间体的可能组成的进一步见解。
• Palladium-Catalyzed Regioselective Arylation of an Electron-Rich Olefin by Aryl Halides in Ionic Liquids
  作者：Lijin Xu、Weiping Chen、James Ross、Jianliang Xiao

  DOI：10.1021/ol000362b

  日期：2001.1.1

  [figure: see text] Palladium-catalyzed arylation of the electron-rich olefin butyl vinyl ether has been accomplished in the ionic liquid 1-butyl-3-methylimidazolium tetrafluoroborate ([bmim][BF4]), using as the arylating agents aryl iodides and bromides instead of the commonly used, but commercially unavailable and expensive, aryl triflates. The reaction proceeds with high efficiency and remarkable

  [图：见正文]富电子的烯烃丁基乙烯基醚的钯催化芳基化已在离子液体1-丁基-3-甲基咪唑四氟硼酸酯（[bmim] [BF4]）中完成，使用芳基碘化物作为芳基化剂和溴化物代替了芳烃三氟甲磺酸芳烃，而不是常用但市售和昂贵的芳基三氟甲磺酸酯。该反应以高效率和显着的区域选择性进行，几乎完全导致被烯烃碳α上的各种芳基取代为丁基乙烯基醚的杂原子。
• .alpha.-Regioselectivity in palladium-catalyzed arylation of acyclic enol ethers
  作者：Walter Cabri、Ilaria Candiani、Angelo Bedeschi、Sergio Penco、Roberto Santi

  DOI：10.1021/jo00031a029

  日期：1992.2

  Regioselective alpha-arylation of acyclic enol ethers by aryl trifluoromethanesulfonates, aryl bromide, aryl iodides, and aroyl chlorides is described. The outcome of the reaction proved to be dependent from the relationship between ligand and counterion in the oxidative addition complex.
• Ligand-controlled .alpha.-regioselectivity in palladium-catalyzed arylation of butyl vinyl ether
  作者：Walter Cabri、Ilaria Candiani、Angelo Bedeschi、Roberto Santi

  DOI：10.1021/jo00298a050

  日期：1990.5
• CABRI, WALTER;CANDIANI, MARIA;BEDESCHI, ANGELO, J. ORG. CHEM., 55,(1990) N1, C. 3654-3655
  作者：CABRI, WALTER、CANDIANI, MARIA、BEDESCHI, ANGELO

  DOI：——

  日期：——