1-(苯基乙炔基)-4-丙基苯 | 1011301-57-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-(苯基乙炔基)-4-丙基苯
• 英文名称: 1-(phenylethynyl)-4-propylbenzene
• 英文别名: 1-(2-Phenylethynyl)-4-propylbenzene
• CAS: 1011301-57-7
• 化学式: C₁₇H₁₆
• 分子量: 220.314
• InChiKey: KXZKSBNAJFTENJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 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：

  1-(苯基乙炔基)-4-丙基苯 在 dicobalt octacarbonyl 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 18.0h， 以58%的产率得到4,4'-((1E,3E)-1,4-diphenylbuta-1,3-diene-2,3-diyl)bis(propylbenzene)
  参考文献：
  名称：

  Regioselective Synthesis of Tetraphenyl-1,3-butadienes with Aggregation-Induced Emission

  摘要：

  In the presence of substoichiometric amounts of Co2(CO)8, internal bisarylalkynes undergo reductive dimerization with good to excellent yields. The Co2(CO)(8)-induced reactions described are experimentally quite simple and provide a very useful synthetic procedure for the synthesis of tetraphenylbutadienes which exhibit aggregation-induced emission enhancement, i.e., weak emission in good solvents but strong fluorescence in solvents that lead toward formation of aggregates or in the solid state.

  DOI：

  10.1021/ol503397t
• 作为产物：
  描述：

  苯基溴化镁 在 四(三苯基膦)钯 、 1,2-双(二苯基膦)乙烷 作用下， 以 四氢呋喃 、 乙醚 、 正己烷 为溶剂， 反应 6.33h， 生成 1-(苯基乙炔基)-4-丙基苯
  参考文献：
  名称：

  由1-溴炔烃与有机烷烃试剂的交叉偶联反应高效合成1,2-二取代的乙炔衍生物

  摘要：

  通过在温和条件下钯催化的炔基卤化物与（杂）芳基铝试剂的交叉偶联，已开发出一种高效的合成1,2-二取代乙炔衍生物的途径。这使得相应的交叉耦合产品具有高达99％的优良分离产率。在炔基卤化物或芳基铝基质中带有给电子或吸电子基团的芳基产生了良好的交联产物收率。此过程简单易行，为合成1,2-二取代的乙炔衍生物提供了一种有效的方法。根据实验结果，提出了可能的催化循环。

  DOI：

  10.1016/j.tet.2018.08.050

文献信息

• Palladium-catalyzed aerobic oxidative cross-coupling of arylhydrazines with terminal alkynes
  作者：Yingwei Zhao、Qiuling Song

  DOI：10.1039/c5cc04111b

  日期：——

  The Pd-catalyzed aerobic oxidative coupling of arylhydrazines with terminal acetylenes was achieved under copper- and base-free conditions.

  在无铜和无碱条件下，芳基肼与末端乙炔经Pd催化的需氧氧化偶联。
• Construction of Halofunctionalized Indenes via a Cascade Prins‐Nazarov Cyclization Promoted by Dual Roles of BX ₃
  作者：Sabera Sultana、Yong Rok Lee

  DOI：10.1002/adsc.201901266

  日期：2020.2.21

  carboxaldehydes and boron trihalides (BX3, X=F, Cl, Br, I) is described. A diverse array of halofunctionalized indenes substituted with a heterocycle has been synthesized regioselectively with BX3 as a promotor for the carbocyclization and a source of X− for halogenation. This reaction proceeds via a formal halogenative [4+1] cycloaddition between arylalkynes and carboxaldehydes promoted by boron trihalides to generate

  描述了在特定类别的甲醛和三卤化硼（BX 3，X = F，Cl，Br，I）存在下，各种未活化的芳基炔烃向相应的1H-茚进行卤官能化的过程。用杂环取代的halofunctionalized茚的多样化已经BX区域选择性合成的3作为carbocyclization一个启动子和X的源-用于卤化。该反应通过由三卤化硼促进的芳基炔烃和甲醛之间的正式卤代[4 + 1]环加成反应进行，以生成卤代官能化的茚。卤代官能化的茚的有用性通过它们通过偶联，亲核取代和氧化转化为其他衍生物来证明。
• Sonogashira coupling catalyzed by the Cu(Xantphos)I–Pd(OAc)2 system
  作者：Meilin Liu、Mingyan Ye、Yeye Xue、Guodong Yin、Dunjia Wang、Jinkun Huang

  DOI：10.1016/j.tetlet.2016.06.014

  日期：2016.7

  An efficient Pd(OAc)(2)/Cu(Xantphos)I system for Sonogashira coupling is disclosed. Aryl bromides/iodides and electron-poor aryl chlorides were suitable for this reaction. The experimental results suggest that Cu (Xantphos)I plays a unique role in which the phosphine ligand coordinates with copper. (C) 2016 Elsevier Ltd. All rights reserved.
• Highly efficient synthesis of 1,2-disubstituted acetylenes derivatives from the cross-coupling reactions of 1-bromoalkynes with organoalane reagents
  作者：Xue-Bei Shao、Xin Jiang、Qing-Han Li、Zhi-Gang Zhao

  DOI：10.1016/j.tet.2018.08.050

  日期：2018.10

  A Highly efficient route for the synthesis of 1,2-disubstituted acetylene derivatives has been developed by palladium catalyzed cross-couplings of alkynyl halides with (hetero)aryl aluminium reagents under mild conditions. This has given corresponding cross-coupling products good to excellent isolated yields of up to 99%. The aryls bearing electron-donating or electron-withdrawing groups in either

  通过在温和条件下钯催化的炔基卤化物与（杂）芳基铝试剂的交叉偶联，已开发出一种高效的合成1,2-二取代乙炔衍生物的途径。这使得相应的交叉耦合产品具有高达99％的优良分离产率。在炔基卤化物或芳基铝基质中带有给电子或吸电子基团的芳基产生了良好的交联产物收率。此过程简单易行，为合成1,2-二取代的乙炔衍生物提供了一种有效的方法。根据实验结果，提出了可能的催化循环。
• Regioselective Synthesis of Tetraphenyl-1,3-butadienes with Aggregation-Induced Emission
  作者：Yamuna Ezhumalai、Tsai-Hui Wang、Hsiu-Fu Hsu

  DOI：10.1021/ol503397t

  日期：2015.2.6

  In the presence of substoichiometric amounts of Co2(CO)8, internal bisarylalkynes undergo reductive dimerization with good to excellent yields. The Co2(CO)(8)-induced reactions described are experimentally quite simple and provide a very useful synthetic procedure for the synthesis of tetraphenylbutadienes which exhibit aggregation-induced emission enhancement, i.e., weak emission in good solvents but strong fluorescence in solvents that lead toward formation of aggregates or in the solid state.