2-cyclohexene-1-ylidene-propanedinitrile

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2-cyclohexene-1-ylidene-propanedinitrile
• 英文别名: 2-(cyclohex-2-enylidene)malononitrile；2-Cyclohexenylidenemalononitrile；2-cyclohex-2-en-1-ylidenepropanedinitrile
• 化学式: C₉H₈N₂
• 分子量: 144.176
• InChiKey: ANVBZKLVNCRLIB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  47.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-环己烯-1-酮 、 丙二腈 在 Ru-Hydroxyapatite 、 silver trifluoromethanesulfonate 作用下， 以 水 为溶剂， 反应 8.0h， 以89%的产率得到2-cyclohexene-1-ylidene-propanedinitrile
  参考文献：
  名称：

  羟基磷灰石结合的阳离子钌配合物作为用于 Diels-Alder 和 Aldol 反应的新型多相路易斯酸催化剂

  摘要：

  在固体表面上创建稳定且定义明确的活性中心是设计更有效的混合催化剂的有前途的协议，可弥合均相和多相催化之间的差距。用 AgX (X = SbF6-, TfO-) 的水溶液处理羟基磷灰石结合的 Ru 络合物 (RuHAP) 得到了一种新型的阳离子 Ru 磷酸盐络合物，它具有潜在的空配位点。这些阳离子 RuHAP 对羰基和氰基表现出路易斯酸性，促进了高效的狄尔斯-阿尔德和羟醛反应。此外，上述有机反应未检测到Ru浸出，催化剂可回收利用。

  DOI：

  10.1021/ja0302533

文献信息

• Hydroxyapatite-Bound Cationic Ruthenium Complexes as Novel Heterogeneous Lewis Acid Catalysts for Diels−Alder and Aldol Reactions
  作者：Kohsuke Mori、Takayoshi Hara、Tomoo Mizugaki、Kohki Ebitani、Kiyotomi Kaneda

  DOI：10.1021/ja0302533

  日期：2003.9.1

  Creation of a stable and well-defined active center on a solid surface is a promising protocol for designing more efficient hybrid-catalysts that bridge the gap between homogeneous and heterogeneous catalysis. Treatment of a hydroxyapatite-bound Ru complex (RuHAP) with an aqueous solution of AgX (X = SbF6-, TfO-) afforded a new type of cationic Ru phosphate complex, having potentially vacant coordination

  在固体表面上创建稳定且定义明确的活性中心是设计更有效的混合催化剂的有前途的协议，可弥合均相和多相催化之间的差距。用 AgX (X = SbF6-, TfO-) 的水溶液处理羟基磷灰石结合的 Ru 络合物 (RuHAP) 得到了一种新型的阳离子 Ru 磷酸盐络合物，它具有潜在的空配位点。这些阳离子 RuHAP 对羰基和氰基表现出路易斯酸性，促进了高效的狄尔斯-阿尔德和羟醛反应。此外，上述有机反应未检测到Ru浸出，催化剂可回收利用。
• Interplay between hydrophobicity and basicity toward the catalytic activity of isoreticular MOF organocatalysts
  作者：Sedigheh Abedi、Alireza Azhdari Tehrani、Hosein Ghasempour、Ali Morsali

  DOI：10.1039/c6nj00480f

  日期：——

  Four MOF catalysts showing different hydrophobic characters around the basic reaction center showed subtle substrate selectivity in aldol-type condensation reaction.

  四种不同疏水特性的MOF催化剂在基本反应中心周围展现出微妙的底物选择性，在醛缩反应中表现出不同的底物选择性。
• Metal-dioxidoterephthalate MOFs of the MOF-74 type: Microporous basic catalysts with well-defined active sites
  作者：Pieterjan Valvekens、Matthias Vandichel、Michel Waroquier、Veronique Van Speybroeck、Dirk De Vos

  DOI：10.1016/j.jcat.2014.06.006

  日期：2014.8

  The hybrid frameworks M(2)dobdc (dobdc(4-) = 2,5-dioxidoterephthalate, M2+ = Mg2+, Co2+, Ni2+, Cu2+ and Zn2+), commonly known as CPO-27 or MOF-74, are shown to be active catalysts in base-catalyzed reactions such as Knoevenagel condensations or Michael additions. Rather than utilizing N-functionalized linkers as a source of basicity, the intrinsic basicity of these materials arises from the presence of the phenolate oxygen atoms coordinated to the metal ions. The overall activity is due to a complex interplay of the basic properties of these structural phenolates and the reactant binding characteristics of the coordinatively unsaturated sites. The nature of the active site and the order of activity between the different M(2)dobdc materials were rationalized via computational efforts; the most active material, both in theory and in experiment, is the Ni-containing variant. The basicity of Ni(2)dobdc was experimentally proven by chemisorption of pyrrole and observation by IR spectroscopy. (C) 2014 Elsevier Inc. All rights reserved.
• SUESSE, M.;JOHNE, S., J. PRAKT. CHEM., 1981, 323, N 4, 647-653
  作者：SUESSE, M.、JOHNE, S.

  DOI：——

  日期：——
• A novel 3D pillar-layered metal-organic framework: Pore-size-dependent catalytic activity and CO2/N2 affinity
  作者：Hosein Ghasempour、Alireza Azhdari Tehrani、Ali Morsali、Jun Wang、Peter C. Junk

  DOI：10.1016/j.poly.2020.114422

  日期：2020.4

  backbone, a comparative study was done on catalytic manner of TMU-25 and TMU-52 toward in aldol-type condensation reaction. TMU-52 was designed through replacing the biphenyl core in the pillar linker of TMU-25 with phenyl group as a better candidate heterogeneous catalysis. The selectivity of the TMU-52 was higher owing to its narrower channels. CO2/N2 affinity of these structures was also investigated

  摘要结构-活性关系在金属有机框架（MOFs）在包括催化在内的不同领域的适用性中起着主要作用。关于此，本文介绍了一种与我们最近报道的TMU-25同构的新型柱状MOF（TMU-52）。使用X射线晶体学，FT-IR光谱，热重分析和元素分析法分析了该框架的结构。根据相似的有机和无机主链，对TMU-25和TMU-52对醛醇缩合反应的催化方式进行了比较研究。TMU-52的设计是通过用苯基取代TMU-25柱连接基中的联苯核作为更好的非均相催化候选物。由于其更窄的通道，TMU-52的选择性更高。