(E)-1,4-dicyclohexyl-1-buten-3-yne | 62158-74-1

• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• 英文名称: (E)-1,4-dicyclohexyl-1-buten-3-yne
• 英文别名: [(3E)-4-cyclohexyl-3-buten-1-ynyl]cyclohexane；[(E)-4-cyclohexylbut-1-en-3-ynyl]cyclohexane
• CAS: 62158-74-1
• 化学式: C₁₆H₂₄
• 分子量: 216.367
• InChiKey: QKTAIGCIODEXQO-NTUHNPAUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.75
• 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：

  1,4-dicyclohexylbuta-1,3-diyne 生成 (E)-1,4-dicyclohexyl-1-buten-3-yne
  参考文献：
  名称：

  A Stereoselective Synthesis of Symmetrically Substitutedtrans-Enynes from Conjugated Diynes

  摘要：

  DOI：

  10.1055/s-1977-24274

文献信息

• Carboxylate Switch between Hydro- and Carbopalladation Pathways in Regiodivergent Dimerization of Alkynes
  作者：Olga V. Zatolochnaya、Evgeniy G. Gordeev、Claire Jahier、Valentine P. Ananikov、Vladimir Gevorgyan

  DOI：10.1002/chem.201402809

  日期：2014.7.28

  regiodivergent palladium‐catalyzed dimerization of terminal alkynes is presented. Employment of N‐heterocyclic carbene‐based palladium catalyst in the presence of phosphine ligand allows for highly regio‐ and stereoselective head‐to‐head dimerization reaction. Alternatively, addition of carboxylate anion to the reaction mixture triggers selective head‐to‐tail coupling. Computational studies suggest that reaction

  提出了末端炔烃的区域发散性钯催化的二聚化的实验和理论研究。在膦配体存在的情况下使用N杂环卡宾基钯催化剂可实现高度区域和立体选择性的头对头二聚反应。或者，将羧酸根阴离子添加到反应混合物中会触发选择性的头对尾偶联。计算研究表明，在中性反应条件下，反应通过氢化钯途径进行，有利于头对头二聚。区域选择性开关的起源可以由羧酸根阴离子的双重作用来解释。因此，通过羧酸盐去除氢原子将反应从水滑石转化为碳链石途径。此外，
• Stereospecific Cu(I)-Catalyzed C–O Cross-Coupling Synthesis of Acyclic 1,2-Di- and Trisubstituted Vinylic Ethers from Alcohols and Vinylic Halides
  作者：San L. Pham、Taehee Kim、Frank E. McDonald

  DOI：10.1021/acs.orglett.3c01849

  日期：2023.7.21

  and trisubstituted vinylic halides with functionalized alcohols, producing acyclic vinylic ethers. This stereospecific transformation selectively gives each of the (E)- and (Z)-vinylic ether products from the corresponding vinyl halide precursors. This method is compatible with carbohydrate-derived primary and secondary alcohols and several other functional groups. The conditions are mild enough to reliably

  CuI 和反式- N , N'-二甲基环己基二胺催化 1,2-二取代和三取代乙烯基卤化物与官能化醇之间的一步 C-O 键交叉偶联，生成无环乙烯基醚。该立体有择转化从相应的卤乙烯前体选择性地产生( E )-和( Z ) -乙烯基醚产物中的每一种。该方法与碳水化合物衍生的伯醇和仲醇以及其他几个官能团兼容。条件足够温和，能够可靠地生成乙烯基烯丙醚，而不促进克莱森重排。
• Ruthenium Catalyzed Homocoupling of Terminal Alkynes
  作者：Christian Slugovc、Daniel Doberer、Christian Gemel、Roland Schmid、Karl Kirchner、Berthold Winkler、Franz Stelzer

  DOI：10.1007/pl00010158

  日期：1998.3
• (Z)-Selective Wittig and Corey–Chaykovsky reactions of propargyl ylides using trialkylgallium bases
  作者：Yoshio Nishimura、Takao Shiraishi、Masahiko Yamaguchi

  DOI：10.1016/j.tetlet.2008.03.086

  日期：2008.5

  Trialkylgalliums deprotonated propargylphosphonium salts and propargylsulfonium salts to form propargyl ylides. The resulted organogallium intermediates underwent the Wittig reaction and the Corey-Chaykovsky reaction with aldehydes giving (Z)-enynes and (Z)-epoxides predominantly. The use of an appropriate trialkylgallium is essential for the stereoselectivity. (c) 2008 Elsevier Ltd. All rights reserved.
• A Stereoselective Synthesis of Symmetrically Substituted<i>trans</i>-Enynes from Conjugated Diynes
  作者：George ZWEIFEL、Richard A. LYND、Rex E. MURRAY

  DOI：10.1055/s-1977-24274

  日期：——