1-(4-nitrophenyl)-2-(4-biphenyl) ethylene | 90966-83-9

• 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: 1-(4-nitrophenyl)-2-(4-biphenyl) ethylene
• 英文别名: (E)-4-[2-(4-nitrophenyl)vinyl]biphenyl；4-(4-nitrostyryl)-1,1'-biphenyl；(E)-4-phenyl-4'-nitrostilbene；(E)-4-(4-nitrostyryl)biphenyl；4'-nitro-4-phenyl-trans-stilbene；4'-Nitro-4-phenyl-trans-stilben；1-[(E)-2-(4-nitrophenyl)ethenyl]-4-phenylbenzene
• CAS: 90966-83-9
• 化学式: C₂₀H₁₅NO₂
• 分子量: 301.345
• InChiKey: SGSJRJZPMFPWAV-VOTSOKGWSA-N

物化性质

• 熔点：
  216-218 °C
• 沸点：
  458.7±30.0 °C(Predicted)
• 密度：
  1.206±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  45.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(4-nitrophenyl)-2-(4-biphenyl) ethylene 生成 4-[2-(1,1'-Biphenyl)-4-ylethyl]benzenamine
  参考文献：
  名称：

  CARETHERS, MARY E.;CETENKO, WIACZESLAW A.;CONNOR, DAVID T.;JOHNSON, ELIZA+

  摘要：

  DOI：
• 作为产物：
  描述：

  对硝基苯乙酸 生成 1-(4-nitrophenyl)-2-(4-biphenyl) ethylene
  参考文献：
  名称：

  CARETHERS, MARY E.;CETENKO, WIACZESLAW A.;CONNOR, DAVID T.;JOHNSON, ELIZA+

  摘要：

  DOI：

文献信息

• Heterogeneous Pd/C-Catalyzed Ligand-Free, Room-Temperature Suzuki–Miyaura Coupling Reactions in Aqueous Media
  作者：Tomohiro Maegawa、Yoshiaki Kitamura、Satoko Sako、Takahiro Udzu、Ai Sakurai、Asami Tanaka、Yusuke Kobayashi、Koichi Endo、Utpal Bora、Takanori Kurita、Atsushi Kozaki、Yasunari Monguchi、Hironao Sajiki

  DOI：10.1002/chem.200601795

  日期：2007.7.6

  A mild and efficient ligand-free Suzuki-Miyaura coupling reaction catalyzed by heterogeneous Pd/C was developed. Aryl bromides and triflates undergo the cross-coupling with aryl boronic acids in excellent yields without the presence of any additives in aqueous media at room temperature. Aryl vinyl boronic acids are also applicable to this coupling reaction and provide the trans-stilbene derivatives

  建立了温和有效的无规Pd / C催化的无配体Suzuki-Miyaura偶联反应。在室温下，水性介质中不存在任何添加剂的情况下，芳基溴化物和三氟甲磺酸酯与芳基硼酸进行交叉偶联，收率极高。芳基乙烯基硼酸也可用于该偶联反应，并以高收率提供反式-二苯乙烯衍生物。在有氧条件下，湿式Pd / C在偶合反应中的应用没有发生任何活性损失，并且Pd / C的再使用对于第五次运行是可行的，而没有明显的活性损失。
• L'Ecuyer et al., Canadian Journal of Research, Section B: Chemical Sciences, 1948, vol. 26, p. 70,78
  作者：L'Ecuyer et al.

  DOI：——

  日期：——
• 1-(α-Aminobenzyl)-2-naphthol as phosphine-free ligand for Pd-catalyzed Suzuki and one-pot Wittig-Suzuki reaction
  作者：A. R. Chaudhary、A. V. Bedekar

  DOI：10.1002/aoc.2877

  日期：2012.8

  Air stable and easily accessible, 1‐(α‐aminobenzyl)‐2‐naphthols are used as efficient phosphine‐free ligands in palladium‐catalyzed Suzuki reaction for a variety of substrates under conventional heating as well as ultrasonic conditions. Multi‐brominated aromatic substrates were successfully converted to corresponding arylated moieties with good conversion and selectivity. A novel one‐pot two‐step cascade reaction strategy involving Wittig and Suzuki reactions is developed for efficient synthesis of 4‐styryl biphenyls (C6‐C2‐C6‐C6 unit). Copyright © 2012 John Wiley & Sons, Ltd.
• Transition-Metal-Free Catalytic Carboalkoxylation of Styrenes at Room Temperature
  作者：R. Govindarajan、Jasimuddin Ahmed、Asim Kumar Swain、Swadhin K. Mandal

  DOI：10.1021/acs.joc.9b01744

  日期：2019.11.1

  Herein, we describe the first transition-metal-free catalytic carboalkoxylation of styrenes with aryl diazonium salts by Meerwein addition in the presence of a phenalenyl ligand at room temperature without requiring any light stimulation. This three-component reaction allows facile difunctionalization of styrene derivatives with various alcohols (such as 1, 2, and 3 degrees) as the source of alkoxy group during this transformation. The key intermediates and the transition states involved in this reaction path were unraveled by a series of control experiments coupled with density functional theory calculations. The full mechanistic investigation provides an understanding of the selectivity toward carboalkoxylation Meerwein arylation addition elimination) in the presence of various alcohols over the simple arylation to multiple bond (Meerwein arylation-elimination) reaction.
• CARETHERS, MARY E.;CETENKO, WIACZESLAW A.;CONNOR, DAVID T.;JOHNSON, ELIZA+
  作者：CARETHERS, MARY E.、CETENKO, WIACZESLAW A.、CONNOR, DAVID T.、JOHNSON, ELIZA+

  DOI：——

  日期：——