1-propyl-4-(phenylbuta-1,3-diynyl)benzene | 1446499-53-1

• 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: 1-propyl-4-(phenylbuta-1,3-diynyl)benzene
• 英文别名: 1-methoxy-4-(4-phenylbuta-1,3-diynyl)benzene；1-(4-Phenylbuta-1,3-diynyl)-4-propylbenzene；1-(4-phenylbuta-1,3-diynyl)-4-propylbenzene
• CAS: 1446499-53-1
• 化学式: C₁₉H₁₆
• 分子量: 244.336
• InChiKey: OJYBHMSDVOLYPN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  苯乙炔 、 4-丙基苯乙炔 在 四氢吡咯 、 1-(4-nitrophenyl)-3-N,N-dimethylamino-2-propen-1-one 、 copper(ll) bromide 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以81%的产率得到1-propyl-4-(phenylbuta-1,3-diynyl)benzene
  参考文献：
  名称：

  Enaminone ligand-assisted homo- and cross-coupling of terminal alkynes under mild conditions

  摘要：

  Copper-catalyzed oxidative coupling reactions of terminal alkynes have been performed at room temperature by using enaminone as effective ligand. Both symmetrical and unsymmetrical 1,3-diynes bearing various functional groups have been synthesized in moderate to excellent yields via homo- and cross-coupling reactions. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.05.063

文献信息

• Copper porphyrin-catalyzed aerobic oxidative coupling of terminal alkynes with high TON
  作者：Wen-Bing Sheng、Tie-Qiao Chen、Ming-Zhong Zhang、Mi Tian、Guo-Fang Jiang、Can-Cheng Guo

  DOI：10.1016/j.tetlet.2016.02.075

  日期：2016.4

  Copper porphyrin-catalyzed Glaser–Hay-type couplings of terminal alkynes generating 1,3-diynes are described. This reaction features high TON (up to 950) and is complete in an hour, providing a facile, clean, and efficient protocol to access various 1,3-diynes including those with functional groups under mild reaction conditions. This transformation would take place via a radical process.

  描述了铜卟啉催化的生成1,3-二炔的末端炔烃的Glaser-Hay型偶联。该反应具有高TON（高达950）的特性，并且在一小时内即可完成，提供了一种温和，干净，高效的操作方案，可在温和的反应条件下接触各种1,3-二炔，包括带有官能团的1,3-二炔。这种转变将通过一个根本性的过程进行。
• Highly efficient synthesis of unsymmetrical 1,3-diynes from organoalane reagents and alkynyl bromides mediated by a nickel catalyst
  作者：Song Mo、Xue-Bei Shao、Gang Zhang、Qing-Han Li

  DOI：10.1039/c7ra02758c

  日期：——

  Highly efficient and simple cross-coupling reactions of alkynylbromides with organoalane reagents for the synthesis of unsymmetrical 1,3-diynes derivatives using Ni(OAc)2 (2–5 mol%)/(o-furyl)3P (4–10 mol%) as a catalyst are reported. Excellent yields (up to 94%) were obtained for a wide range of substrates at rt or 60 °C for 2–3 h in Et2O or toluene.

  炔基溴化物与有机烷烃试剂的高效简单交叉偶联反应，用于使用Ni（OAc）2（2–5 mol％）/（o-呋喃基）3 P（4–10 mol ）合成不对称的1,3-二炔衍生物报道了作为催化剂的％。在Et 2 O或甲苯中，在rt或60°C下进行2–3 h的各种底物，均可获得优异的收率（高达94％）。
• Enaminone ligand-assisted homo- and cross-coupling of terminal alkynes under mild conditions
  作者：Yunyun Liu、Chunping Wang、Xiaobo Wang、Jie-Ping Wan

  DOI：10.1016/j.tetlet.2013.05.063

  日期：2013.7

  Copper-catalyzed oxidative coupling reactions of terminal alkynes have been performed at room temperature by using enaminone as effective ligand. Both symmetrical and unsymmetrical 1,3-diynes bearing various functional groups have been synthesized in moderate to excellent yields via homo- and cross-coupling reactions. (C) 2013 Elsevier Ltd. All rights reserved.