(E)-4'-chloro-3-methoxystilbene | 1438867-57-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: (E)-4'-chloro-3-methoxystilbene
• 英文别名: 1-chloro-4-[(E)-2-(3-methoxyphenyl)ethenyl]benzene
• CAS: 1438867-57-2
• 化学式: C₁₅H₁₃ClO
• 分子量: 244.721
• InChiKey: VALCKMIOTGSCBR-AATRIKPKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  4-氯苄溴 在 sodium methylate 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 20.0h， 生成 (E)-4'-chloro-3-methoxystilbene
  参考文献：
  名称：

  Design, synthesis and structure–activity relationships of some novel, highly potent anti-invasive (E)- and (Z)-stilbenes

  摘要：

  In our ongoing exploration of the structure-activity landscape of anti-invasive chalcones, we have prepared and evaluated a number of structurally related (E)- and (Z)-stilbenes. These molecules exhibited an extraordinary high in vitro potency in the chick heart invasion assay, being active up to 10 nmol L-1, a concentration level a 100-fold lower than the lowest effective doses that have been reported for natural analogues. Furthermore, they possess an interesting pharmacological profile in silico. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.06.048

文献信息

• Evidences of release and catch mechanism in the Heck reaction catalyzed by palladium immobilized on highly cross-linked-supported imidazolium salts
  作者：Cinzia Pavia、Francesco Giacalone、Lucia Anna Bivona、Anna Maria Pia Salvo、Chiara Petrucci、Giacomo Strappaveccia、Luigi Vaccaro、Carmela Aprile、Michelangelo Gruttadauria

  DOI：10.1016/j.molcata.2014.02.025

  日期：2014.6

  Palladium (10 wt%) on a highly cross-linked imidazolium-based material was used as catalyst in 0.1 mol% in the Heck reaction between several alkenes and aryl iodides. Products were obtained from good to high yields. Deeper investigations showed a release of Pd species in solution and their capture by the imidazolium-based support. When a sixfold amount of support was employed the re-captured Pd species

  在几种烯烃与芳基碘化物之间的Heck反应中，高度交联的咪唑基材料上的钯（10 wt％）以0.1 mol％的比例用作催化剂。从高产率到高产率获得产物。更深入的研究表明，溶液中Pd会释放，并被咪唑基载体捕获。当使用六倍量的载体时，重新捕获的Pd种类（0.5–0.6 wt％）不再具有催化活性。该结果代表了这项工作的一个新的有趣方面，因为高度交联的咪唑基材料还可以用作Pd清除剂，从而避免了溶液中金属的释放。当在清除载体存在下进行反应时，已经证明了Heck反应和Suzuki反应之间的重要差异。
• Scope and limitations of the Heck–Matsuda-coupling of phenol diazonium salts and styrenes: a protecting-group economic synthesis of phenolic stilbenes
  作者：Bernd Schmidt、Nelli Elizarov、René Berger、Frank Hölter

  DOI：10.1039/c3ob40420j

  日期：——

  4-Phenol diazonium salts undergo Pd-catalyzed Heck reactions with various styrenes to 4′-hydroxy stilbenes. In almost all cases higher yields and fewer side products were observed, compared to the analogous 4-methoxy benzene diazonium salts. In contrast, the reaction fails completely with 2- and 3-phenol diazonium salts. For these substitution patterns the methoxy-substituted derivatives are superior

  4-苯酚重氮盐与各种苯乙烯进行Pd催化的Heck反应，生成4'-羟基苯乙烯。与类似的4-甲氧基苯重氮盐相比，几乎在所有情况下均观察到更高的收率和更少的副产物。相反，用2-和3-苯酚重氮盐使反应完全失败。对于这些取代方式，甲氧基取代的衍生物是优越的。
• Pd Nanoparticles Immobilized on Fe3O4 @ Poly(ethylene glycol) Bridged Amine Functionalized Imidazolium Ionic Liquid: A Magnetically Separable Catalyst for Heck in Water
  作者：Xiang Liu、Xiaohua Zhao、Ming Lu

  DOI：10.1007/s10562-015-1534-3

  日期：2015.8

  Abstract A palladium-based catalyst supported on novel Fe3O4 @ Poly(ethylene glycol) bridged amine functionalized imidazolium ionic liquid (Fe3O4@PEG–AIm–NH2–IL) was successfully prepared by a facile method. The catalyst was characterized by FT-IR, TEM, VSM, XRD, XPS and TGA-DSC, which showed high activity and stability for the Heck reaction in pure water. Furthermore, the catalyst could be recovered in

  摘要 通过简便的方法成功制备了负载在新型 Fe3O4@聚（乙二醇）桥连胺官能化咪唑鎓离子液体（ @PEG-Alm-NH2-IL）上的钯基催化剂。该催化剂通过FT-IR、TEM、VSM、XRD、XPS和TGA-DSC表征，在纯水中的Heck反应中表现出较高的活性和稳定性。此外，催化剂可以很容易地从反应混合物中回收并循环使用 5 次而没有任何活性损失。图形摘要设计并合成了一种新型的磁性可分离 @PEG-Alm-NH2-IL-Pd，用作用于纯水中 Heck 反应的出色钯催化剂。负载型催化剂只需外加磁场即可回收再利用，
• ANTI-INVASIVE COMPOUNDS
  申请人：Universiteit Gent

  公开号：US20150011620A1

  公开（公告）日：2015-01-08

  The present invention relates to the field of anti-invasive compounds and methods for predicting the anti-invasive activity of said compounds, as well as their use in the prevention and/or treatment of diseases associated with undesired cell invasion; in particular, this invention relates to the field of anti-invasive chalcone-like compounds.

  本发明涉及抗侵袭化合物领域，以及预测该类化合物抗侵袭活性的方法，以及它们在预防和/或治疗与不受欢迎的细胞侵袭相关的疾病中的用途；特别是，本发明涉及抗侵袭的类似香豆素化合物领域。
• Ruthenium-Catalyzed <i>E</i>-Selective Alkyne Semihydrogenation with Alcohols as Hydrogen Donors
  作者：Andreas Ekebergh、Romain Begon、Nina Kann

  DOI：10.1021/acs.joc.9b02721

  日期：2020.3.6

  Selective direct ruthenium-catalyzed semihydrogenation of diaryl alkynes to the corresponding E-alkenes has been achieved using alcohols as the hydrogen source. The method employs a simple ruthenium catalyst, does not require external ligands, and affords the desired products in > 99% NMR yield in most cases (up to 93% isolated yield). Best results were obtained using benzyl alcohol as the hydrogen

  使用醇作为氢源已经实现了对二芳基炔烃的选择性直接钌催化的半氢化成相应的E-烯烃。该方法使用简单的钌催化剂，不需要外部配体，并且在大多数情况下以大于99％的NMR收率（高达93％的分离收率）提供所需的产物。使用苯甲醇作为氢供体可获得最佳结果，尽管也可以使用可生物再生的醇，例如糠醇。另外，证实了串联半氢化-烷基化反应，其在白藜芦醇衍生物的合成中具有潜在的应用。