1-methoxy-4-(penta-1,3-diyn-1-yl)benzene | 102487-13-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-methoxy-4-(penta-1,3-diyn-1-yl)benzene
• 英文别名: 1-Methoxy-4-penta-1,3-diynylbenzene；1-methoxy-4-penta-1,3-diynylbenzene
• CAS: 102487-13-8
• 化学式: C₁₂H₁₀O
• 分子量: 170.211
• InChiKey: YPHUKUFOLUEVRY-UHFFFAOYSA-N

物化性质

• 沸点：
  285.5±32.0 °C(predicted)
• 密度：
  1.05±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.17
• 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：

  1-methoxy-4-(penta-1,3-diyn-1-yl)benzene 在 [PhCW{OSi(OtBu)₃}₃] 作用下， 以 甲苯 为溶剂， 反应 2.0h， 以97%的产率得到1,4-bis(4-methoxyphenyl)-1,3-butadiyne
  参考文献：
  名称：

  共轭二炔的催化复分解

  摘要：

  苄基钨络合物[PhCW{OSi（O t Bu）3 } 3 ]有效催化共轭二炔的复分解和闭环二炔的复分解（参见方案）。虽然此反应意味着Ç  C单键活化，13 Ç标记研究表明，它前进通过经典次烷基组交换并涉及切割和形成的碳-碳三键。

  DOI：

  10.1002/anie.201202101
• 作为产物：
  描述：

  在 potassium tert-butylate 作用下， 以 四氢呋喃 、 二甲基亚砜 为溶剂， 反应 1.0h， 生成 1-methoxy-4-(penta-1,3-diyn-1-yl)benzene
  参考文献：
  名称：

  共轭二炔的催化复分解

  摘要：

  苄基钨络合物[PhCW{OSi（O t Bu）3 } 3 ]有效催化共轭二炔的复分解和闭环二炔的复分解（参见方案）。虽然此反应意味着Ç  C单键活化，13 Ç标记研究表明，它前进通过经典次烷基组交换并涉及切割和形成的碳-碳三键。

  DOI：

  10.1002/anie.201202101

文献信息

• Synthesis of 1,3-Diynes via Cadiot–Chodkiewicz Coupling of Volatile, in Situ Generated Bromoalkynes
  作者：Phil C. Knutson、Haleigh E. Fredericks、Eric M. Ferreira

  DOI：10.1021/acs.orglett.8b02975

  日期：2018.11.2

  A convenient Cadiot–Chodkiewicz protocol that facilitates the use of low molecular weight alkyne coupling partners is described. The method entails an in situ elimination from a dibromoolefin precursor and immediate subjection to copper-catalyzed conditions, circumventing the hazards of volatile brominated alkynes. The scope of this method is described, and the internal 1,3-diyne products are preliminarily

  描述了一种方便的 Cadiot–Chodkiewicz 方案，该方案有利于使用低分子量炔烃偶联伙伴。该方法需要从二溴烯烃前体中原位消除并立即置于铜催化条件下，从而避免了挥发性溴化炔烃的危害。描述了该方法的范围，并对钌催化的叠氮化物-炔环加成反应中的内部1,3-二炔产物进行了初步评估。
• CHAIN MULTIYNE COMPOUND, PREPARATION METHOD AND APPLICATION THEREOF
  申请人：Xiamen University

  公开号：US20180065908A1

  公开（公告）日：2018-03-08

  The present invention relates to fields of organic chemistry and organometallic chemistry. The present invention discloses a chain multiyne compound, a preparation method thereof and an application in synthesizing a fused-ring metallacyclic compound. A structure of the chain multiyne compound in the present invention is shown as Formula I below. The present invention also provides a preparation method of the chain multiyne compound and an application thereof in a synthesis of a fused-ring metallacyclic compound. The chain multiyne compound disclosed in the present invention has multiple functional groups and the structure of the chain multiyne compound is adjustable. The chain multiyne compound can also be used to synthesize the fused-ring metallacyclic compound efficiently. The preparation method of the chain multiyne compound disclosed in the present invention is simple, which can be used to prepare the chain multiyne compound rapidly and efficiently.

  本发明涉及有机化学和有机金属化学领域。本发明公开了一种链状多炔化合物，其制备方法及在合成融环金属环化合物中的应用。本发明中的链状多炔化合物的结构如下式I所示。本发明还提供了链状多炔化合物的制备方法及其在合成融环金属环化合物中的应用。本发明公开的链状多炔化合物具有多个功能基团，其结构可调整。链状多炔化合物还可用于高效合成融环金属环化合物。本发明公开的链状多炔化合物的制备方法简单，可用于快速高效地制备链状多炔化合物。
• Chain multiyne compound, preparation method and application thereof
  申请人：Xiamen University

  公开号：US10287225B2

  公开（公告）日：2019-05-14

  The present invention relates to fields of organic chemistry and organometallic chemistry. The present invention discloses a chain multiyne compound, a preparation method thereof and an application in synthesizing a fused-ring metallacyclic compound. A structure of the chain multiyne compound in the present invention is shown as Formula I below. The present invention also provides a preparation method of the chain multiyne compound and an application thereof in a synthesis of a fused-ring metallacyclic compound. The chain multiyne compound disclosed in the present invention has multiple functional groups and the structure of the chain multiyne compound is adjustable. The chain multiyne compound can also be used to synthesize the fused-ring metallacyclic compound efficiently. The preparation method of the chain multiyne compound disclosed in the present invention is simple, which can be used to prepare the chain multiyne compound rapidly and efficiently.

  本发明涉及有机化学和有机金属化学领域。本发明公开了一种链状多炔化合物、其制备方法以及在合成熔环茂金属化合物中的应用。本发明中链多炔化合物的结构如下式 I 所示。本发明还提供了链式多炔化合物的制备方法及其在合成熔环茂金属环化合物中的应用。本发明公开的链式多炔化合物具有多个官能团，且链式多炔化合物的结构可调。该链多炔化合物还可用于高效合成熔环茂金属环化合物。本发明公开的链式多炔化合物的制备方法简单，可用于快速高效地制备链式多炔化合物。
• Copper-Catalyzed Decarboxylative Coupling of Alkynyl Carboxylates with 1,1-Dibromo-1-alkenes
  作者：Zheng Huang、Rui Shang、Zi-Rong Zhang、Xiao-Dan Tan、Xiao Xiao、Yao Fu

  DOI：10.1021/jo400616r

  日期：2013.5.3

  A copper-catalyzed decarboxylative coupling reaction of potassium alkynyl carboxylates with 1,1-dibromo-1-alkenes was developed for the synthesis of unsymmetrical 1,3-diyne and 1,3,5-triyne derivatives. Diverse aryl, alkenyl, alkynyl, and alkyl substituted 1,1-dibromo-1-alkenes can react smoothly with aryl and alkyl substituted propiolates to produce unsymmetrical 1,3-diynes and 1,3,5-triynes with high selectivity and good functional group compatibility.
• Catalytic Metathesis of Conjugated Diynes
  作者：Sergej Lysenko、Jeroen Volbeda、Peter G. Jones、Matthias Tamm

  DOI：10.1002/anie.201202101

  日期：2012.7.2

  The tungsten benzylidyne complex [PhCWOSi(OtBu)3}3] efficiently catalyzes the metathesis of conjugated diynes and ring‐closing diyne metathesis (see scheme). Although this reaction implies CC single‐bond activation, 13C labeling studies reveal that it proceeds by classical alkylidyne group exchange and involves cleavage and formation of carbon–carbon triple bonds.

  苄基钨络合物[PhCWOSi（O t Bu）3 } 3 ]有效催化共轭二炔的复分解和闭环二炔的复分解（参见方案）。虽然此反应意味着Ç  C单键活化，13 Ç标记研究表明，它前进通过经典次烷基组交换并涉及切割和形成的碳-碳三键。