(Z)-2-hydroxystilbene | 42224-48-6

• 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: (Z)-2-hydroxystilbene
• 英文别名: 2-[(Z)-2-phenylethenyl]phenol
• CAS: 42224-48-6
• 化学式: C₁₄H₁₂O
• 分子量: 196.249
• InChiKey: AYPZAZPOYROADP-KHPPLWFESA-N

物化性质

• 沸点：
  337.8±17.0 °C(Predicted)
• 密度：
  1.147±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  溴甲苯 在 正丁基锂 作用下， 以 苯 为溶剂， 反应 3.0h， 生成 (Z)-2-hydroxystilbene
  参考文献：
  名称：

  Mylona, Anastasia; Nikokavouras, John; Takakis, Ioannis M., Journal of Chemical Research, Miniprint, 1986, # 12, p. 3514 - 3530

  摘要：

  DOI：

文献信息

• Selective Functionalization of Arenes through the Reaction of Aryne-Zirconocene Complexes and Enol Ethers
  作者：José Barluenga、Amadeo Fernández、Lucía Álvarez-Rodrigo、Félix Rodríguez、Francisco J. Fañanás

  DOI：10.1055/s-2005-872699

  日期：——

  A new method for the selective functionalization of aromatic rings by the zirconium promoted cross coupling reaction of an aryllithium compound and an enol ether is reported. Formation of an aryne-zirconocene complex and its regioselective coupling with an enol ether are the key steps of the process. This methodology allows the synthesis of functionalized styrene or Z-alkenol derivatives from simple

  报道了一种通过锆促进芳基锂化合物和烯醇醚的交叉偶联反应选择性官能化芳环的新方法。芳烃-锆茂络合物的形成及其与烯醇醚的区域选择性偶联是该过程的关键步骤。这种方法允许从简单易得的起始材料合成官能化苯乙烯或 Z-烯醇衍生物。
• An Annelated Mesoionic Carbene (MIC) Based Ru(II) Catalyst for Chemo- and Stereoselective Semihydrogenation of Internal and Terminal Alkynes
  作者：Suman Yadav、Indranil Dutta、Sayantani Saha、Shubhajit Das、Swapan K. Pati、Joyanta Choudhury、Jitendra K. Bera

  DOI：10.1021/acs.organomet.0c00413

  日期：2020.9.14

  render the Ru center electron deficient and thus the formation of metal vinylidenes with terminal alkynes is avoided. This is leveraged for the semihydrogenation of terminal alkynes by the same catalytic system in isopropyl alcohol. Reaction profile, isomerization, kinetic, and DFT studies reveal initial alkyne hydrogenation to a (Z)-alkene, which further isomerizes to an (E)-alkene via metal-catalyzed

  评估[RuL 1（CO）2 I 2 ]（1）的催化效用，该催化剂包含基于π-共轭咪唑-萘啶基的中性离子卡宾（MIC）配体（L 1），用于E-选择性炔烃半氢化反应。预催化剂1与2当量的AgBAr F组合，可在水中与分子氢（5 BAr）半氢化各种内部炔烃。（E）-烯烃的收率很高，并且可以容忍许多可还原的官能团。螯合MIC配体和两个顺式羰基在Ru中心为氢化和异构化提供了一个明确的平台。两种碘化物的损失和两种羰基的存在使Ru中心电子缺乏，因此避免了与末端炔烃形成金属亚乙烯基。通过在异丙醇中的相同催化系统，可以利用它来催化末端炔烃的半氢化反应。反应曲线，异构化，动力学和DFT研究表明，最初的炔烃氢化为（Z）烯烃，然后通过金属催化的Z → E异构化进一步异构化为（E）烯烃。
• Fe-Catalyzed Cross-Coupling Reaction of Vinylic Ethers with Aryl Grignard Reagents
  作者：Takanori Iwasaki、Ryo Akimoto、Hitoshi Kuniyasu、Nobuaki Kambe

  DOI：10.1002/asia.201600972

  日期：2016.10.20

  Iron‐catalyzed cross‐coupling reaction of vinylic ethers with aryl Grignard reagents is described. The reaction proceeded at room temperature with catalytic amounts of an iron salt without the aid of costly ligands and additives. In this catalytic system, vinylic C−O bonds were preferentially cleaved over aromatic C−O bonds of aryl ethers or aryl sulfonates.

  描述了乙烯基醚与芳基格氏试剂的铁催化交叉偶联反应。反应在室温下用催化量的铁盐进行，无需昂贵的配体和添加剂。在该催化体系中，乙烯基C-O键优先于芳基醚或芳基磺酸盐的芳族C-O键断裂。
• Halocombstatins and methods of synthesis thereof
  申请人：Pettit R. George

  公开号：US20050176688A1

  公开（公告）日：2005-08-11

  The invention relates to novel compounds denominated halocombstatins. The halocombstatins are derivatives of combretastatin A-3, and include compounds that exhibit cancer growth cell inhibition against a panel of human cancer cell lines and the murine P388 leukemia, as well as activity as inhibitors of tubulin polymerization and inhibitors of the binding of colchicine to tubulin.

  这项发明涉及一种名为卤化康柏斯塔汀（halocombstatins）的新化合物。卤化康柏斯塀是康柏斯塀A-3的衍生物，包括对一系列人类癌细胞系和小鼠P388白血病表现出癌细胞生长抑制作用的化合物，以及作为微管聚合抑制剂和结合秋水仙碱对微管的抑制剂的活性。
• HALOCOMBSTATINS AND METHODS OF SYNTHESIS THEREOF
  申请人：Pettit R. George

  公开号：US20070167412A1

  公开（公告）日：2007-07-19

  The invention relates to novel compounds denominated halocombstatins. The halocombstatins are derivatives of combretastatin A-3, and include compounds that exhibit cancer growth cell inhibition against a panel of human cancer cell lines and the murine P388 leukemia, as well as activity as inhibitors of tubulin polymerization and inhibitors of the binding of colchicine to tubulin.

  本发明涉及一种新型化合物，称为卤代联合斯达汀。卤代联合斯达汀是联合斯达汀A-3的衍生物，包括对一系列人类癌细胞系和小鼠P388白血病的癌细胞生长抑制作用以及作为微管聚合抑制剂和秋水仙碱结合到微管的抑制剂的化合物。