3-styrylcyclopent-3-ene-1,1-dicarboxylic acid dimethyl ester | 921202-39-3

• 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: 3-styrylcyclopent-3-ene-1,1-dicarboxylic acid dimethyl ester
• CAS: 921202-39-3
• 化学式: C₁₇H₁₈O₄
• 分子量: 286.328
• InChiKey: JPOXFTMITYJJEK-UHFFFAOYSA-N

物化性质

• 沸点：
  379.7±32.0 °C(Predicted)
• 密度：
  1.235±0.06 g/cm3(Predicted)

反应信息

• 作为产物：
  描述：

  dimethyl 2-cinnamyl-2-(prop-2-yn-1-yl)malonate 在 [Pt(tetraphenylporphyrin)](BF₄)₂ 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 24.0h， 以84%的产率得到3-styrylcyclopent-3-ene-1,1-dicarboxylic acid dimethyl ester
  参考文献：
  名称：

  Dicationic platinum porphyrin catalyzed cycloisomerization of enynes

  摘要：

  Cycloisomerization of 1,6-enynes is successfully carried out in the presence of a dicationic platinum(IV) catalyst to afford five-membered ring systems. The use of a weakly coordinating axial ligand is the key to bringing out the catalytic activity of platinum porphyrin for the reaction. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.08.128

文献信息

• A multipurpose gold(i) precatalyst
  作者：Mihai Raducan、Carles Rodríguez-Escrich、Xacobe C. Cambeiro、Eduardo C. Escudero-Adán、Miquel A. Pericàs、Antonio M. Echavarren

  DOI：10.1039/c1cc10293a

  日期：——

  [Au(tmbn)2](SbF6) is the first gold(I) complex supported by two nitrile ligands that is indefinitely stable at room temperature. This is a highly versatile precatalyst that can be used for the preparation of active and robust solid-supported gold(I) catalysts.

  [Au(tmbn)2](SbF6)是首个在室温下无限期稳定的、由两个腈类配体支持的金(I)配合物。这是一种用途广泛的前催化剂，可用于制备活性和稳定的固体载体金(I)催化剂。
• Gold-catalyzed cycloisomerization reactions of boronated enynes
  作者：Jack Chang Hung Lee、Dennis G. Hall

  DOI：10.1016/j.tetlet.2010.11.051

  日期：2011.1

  Gold (I) complexes generated from a mixture of gold and silver salts were found to be highly reactive for the cycloisomerization reactions of boronated enynes. Both alkynyl pinacol boronates and alkenyl pinacol boronates were tolerated, affording products in moderate to high yields. Interestingly, the ratio of the different endo- and exo-products was heavily dependent on the position of the boronate

  发现由金和银盐的混合物产生的金（I）络合物对硼化的炔烃的环异构化反应具有高反应性。炔醇频哪醇硼酸酯和烯基频哪醇硼酸酯均被耐受，从而以中等至高收率提供产物。有趣的是，不同的内产物和外产物的比例在很大程度上取决于硼酸酯官能团的位置。可以进行进一步的应用，包括铃木-宫浦交叉偶联和氧化反应，从而提供各种合成上有用的产品。
• Catalysis with Gold Complexes Immobilised on Carbon Nanotubes by π-π Stacking Interactions: Heterogeneous Catalysis versus the Boomerang Effect
  作者：Charles Vriamont、Michel Devillers、Olivier Riant、Sophie Hermans

  DOI：10.1002/chem.201300998

  日期：2013.9.2

  supported homogeneous catalyst. The heterogenised catalyst and its homogeneous counterpart exhibited similar activity in a range of enyne cyclisation reactions. Bearing in mind that π–π interactions are affected by temperature and solvent polarity, the reuse and robustness of the supported homogeneous catalyst was tested to explore the scope and limitations of the recyclability of this catalyst. Under

  一种新型标记的金（I）配合物已被合成并作为均相催化剂进行了测试。首先，通过使用不同的溶剂优化反应条件，选择简单的1,6-烯炔作为环化的模型底物。然后研究了我们通过pyr-π堆积相互作用将标记的金络合物非共价固定在多壁碳纳米管上的方法，以获得负载型均相催化剂。在一系列烯炔环化反应中，异相催化剂及其均相对应物表现出相似的活性。考虑到π-π相互作用受温度和溶剂极性的影响，对负载型均相催化剂的重用性和耐用性进行了测试，以探索该催化剂可回收性的范围和局限性。在优化的条件下，
• Gold Sulfinyl Mesoionic Carbenes: Synthesis, Structure, and Catalytic Activity
  作者：María Frutos、Marta G. Avello、Alma Viso、Roberto Fernández de la Pradilla、María C. de la Torre、Miguel A. Sierra、Heinz Gornitzka、Catherine Hemmert

  DOI：10.1021/acs.orglett.6b01555

  日期：2016.8.5

  the five membered ring have been prepared and tested as catalysts in the cycloisomerization of enynes. These new catalysts are very efficient, with the sulfoxide moiety playing a key role in their activity and the N1-substituent in control of the regioselectivity of these processes.

  已经制备了具有连接在五元环的C 4位上的手性亚砜基的金中离子卡宾，并在烯炔的环异构化中作为催化剂进行了测试。这些新催化剂非常有效，亚砜部分在其活性中起着关键作用，而N 1-取代基在控制这些过程的区域选择性中起着关键作用。
• A covalently anchored homogeneous gold complex on carbon nanotubes: a reusable catalyst
  作者：Charles Vriamont、Michel Devillers、Olivier Riant、Sophie Hermans

  DOI：10.1039/c3cc46097e

  日期：——

  The gold complex [Tf2NAuPPh3CH2NH2] was synthesized and covalently anchored on modified carbon nanotubes in order to obtain a supported gold homogeneous catalyst. Simple 1,6 enynes were chosen as benchmark substrates to assess its behaviour in cyclization catalysis as well as study its recycling.

  合成了金复合物 [Tf2NAuPPh3CH2NH2]，并将其共价锚定在改性碳纳米管上，从而获得了一种支撑金均相催化剂。选择简单的 1,6 烯作为基准底物，以评估其在环化催化中的行为，并研究其回收利用情况。