3-(1-naphthyl)-1-phenyl-1-propyne | 5751-31-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 3-(1-naphthyl)-1-phenyl-1-propyne
• 英文别名: 1-(3-phenylprop-2-ynyl)naphthalene；3-<1>Naphthyl-1-phenyl-prop-1-in；1-(3-phenyl-2-propynyl)naphthalene；1-(3-Phenylprop-2-ynyl)naphthalene
• CAS: 5751-31-5
• 化学式: C₁₉H₁₄
• 分子量: 242.32
• InChiKey: MQCJPZAZHSMXGZ-UHFFFAOYSA-N

物化性质

• 沸点：
  420.0±24.0 °C(Predicted)
• 密度：
  1.11±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 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：

  3-(1-naphthyl)-1-phenyl-1-propyne 在 喹啉 、 氢气 作用下， 生成 4-Methyl-N-[2-methyl-1-(1-piperidinyl)-2-propanyl]benzenesulfonamide
  参考文献：
  名称：

  1246. 1,3-芳基苯基丙烯的可逆质子异构化。芳基取代基的相对共轭能力

  摘要：

  DOI：

  10.1039/jr9650006710
• 作为产物：
  描述：

  1-萘甲醇 生成 3-(1-naphthyl)-1-phenyl-1-propyne
  参考文献：
  名称：

  1246. 1,3-芳基苯基丙烯的可逆质子异构化。芳基取代基的相对共轭能力

  摘要：

  DOI：

  10.1039/jr9650006710

文献信息

• Palladium-catalyzed, ligand-free S N 2’ substitution reactions of organoaluminum with propargyl acetates for the synthesis of multi-substituted allenes
  作者：Xuebei Shao、Chang Wen、Gang Zhang、Kangping Cao、Ling Wu、Qinghan Li

  DOI：10.1016/j.jorganchem.2018.06.020

  日期：2018.9

  We describe a convenient method for the synthesis of multi-substituted allenes from SN2′ substitution reactions organoaluminum with propargyl acetates: The SN2′ substitution reaction of organoaluminum (0.4 mmol) with propargyl acetates (0.5 mmol) mediated by PdCl2(dppf) (1 mol%) at 60 °C in THF without ligand could produce multi-substituted allenes in moderate to good yields (up to 98%) and high selectivities

  我们描述了一种方便的方法用于多取代的丙二烯的选自S合成Ñ 2'取代反应的有机铝和炔丙基乙酸酯：在S Ñ 2'的有机铝（0.4毫摩尔）与由的PdCl介导的炔丙基乙酸酯（0.5毫摩尔）的取代反应2（ dppf）（1 mol％）在60°C的无配体的THF中可以中等至良好的产率（高达98％）和高选择性（高达99％）产生多取代的烯。它们的结构已通过HRMS和1 H（13 C）NMR数据确定。
• A copper-free Sonogashira reaction using nickel ferrite as catalyst in water
  作者：Firouz Matloubi Moghaddam、Ghazal Tavakoli、Hamid Reza Rezvani

  DOI：10.1016/j.catcom.2014.11.018

  日期：2015.2

  The Sonogashira reaction using nickel ferrite nanoparticles as catalyst and under copper-free conditions was investigated in water as a green solvent. Various types of aryl and alkyl halides were successfully coupled with phenyl acetylene under the optimized reaction conditions with very good to excellent yields at a short time. The catalyst is easily recoverable and can be reused for several runs

  以水为绿色溶剂，研究了使用镍铁氧体纳米粒子作为催化剂并在无铜条件下进行的Sonogashira反应。在优化的反应条件下，各种类型的芳基卤化物和烷基卤化物成功地与苯基乙炔偶联，并且在短时间内具有非常好至极好的收率。该催化剂易于回收，并且可以以良好的周转率重复使用数次。
• Versatile Relay and Cooperative Palladium(0)<i>N</i>-Heterocyclic Carbene/Copper(I)<i>N</i>-Heterocyclic Carbene Catalysis for the Synthesis of Tri- and Tetrasubstituted Alkenes
  作者：Mathieu Lesieur、Yannick D. Bidal、Faïma Lazreg、Fady Nahra、Catherine S. J. Cazin

  DOI：10.1002/cctc.201500268

  日期：2015.7.13

  Two new and efficient dual catalytic procedures for the synthesis of tri‐ and tetrasubstituted alkenes using aryl bromides and chlorides are reported. The formation of these vinyl arenes occurs independently in a one‐pot relay and a one‐pot cooperative procedure using well‐defined Pd and Cu N‐heterocyclic carbene (NHC) complexes. Mechanistic studies were performed to elucidate the key role of the solvent

  报道了使用芳基溴化物和氯化物合成三和四取代烯烃的两种新的高效双催化程序。这些乙烯基芳烃的形成独立发生在使用定义明确的Pd和Cu N杂环卡宾（NHC）配合物的一锅接力和一锅合作程序中。进行了机理研究，以阐明溶剂在每个过程中的关键作用以及关键中间体[Cu（链烯基硼）（NHC）]的形成，该中间体可在合作催化中与Pd-NHC助催化剂进行重金属化。
• Heteropolyacid-Catalyzed Direct Deoxygenation of Propargyl and Allyl Alcohols
  作者：Masahiro Egi、Takuya Kawai、Megumi Umemura、Shuji Akai

  DOI：10.1021/jo300889p

  日期：2012.8.17

  The combination of H-3[PW12O40]center dot nH(2)O (1 mol %) and Et3SiH led to the direct catalytic deoxygenation of propargyl alcohols, in which proper solvent selection Cl(CH2)(2)Cl vs CF3CH2OH was the key to obtaining better product yields. Under similar conditions, the deoxygenation of allyl alcohols proceeded to give thermodynamically stable alkenes with migration of the double bonds in good yields.
• Ruthenium-Catalyzed Propargylic Reduction of Propargylic Alcohols with Silanes
  作者：Yoshiaki Nishibayashi、Akira Shinoda、Yoshihiro Miyake、Hiroshi Matsuzawa、Mitsunobu Sato

  DOI：10.1002/anie.200601181

  日期：2006.7.17