1-硝基-4-(3-苯基丙-2-烯基)苯 | 62056-29-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 中文名称: 1-硝基-4-(3-苯基丙-2-烯基)苯
• 英文名称: 1-Phenyl-3p-nitrophenyl-propen
• 英文别名: 3-(p-Nitrophenyl)-1-phenylpropen；3-(4-nitro-phenyl)-1-phenyl-propene；3-(4-Nitro-phenyl)-1-phenyl-propen；1-Nitro-4-(3-phenylprop-2-en-1-yl)benzene；1-nitro-4-(3-phenylprop-2-enyl)benzene
• CAS: 62056-29-5
• 化学式: C₁₅H₁₃NO₂
• 分子量: 239.274
• InChiKey: KHCQUSCVVIKRFC-UHFFFAOYSA-N

物化性质

• 熔点：
  42 °C
• 沸点：
  392.4±11.0 °C(Predicted)
• 密度：
  1.178±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  18
• 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：
  45.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  ω-苄基苯乙酮 在 硫酸 、 乙酸酐 、 aluminum isopropoxide 、 copper(II) nitrate 、 溶剂黄146 作用下， 反应 3.0h， 生成 1-硝基-4-(3-苯基丙-2-烯基)苯
  参考文献：
  名称：

  Decomposition of Allylanilines in the Presence of Zinc Chloride^*

  摘要：

  DOI：

  10.1021/jo01362a029

文献信息

• Direct Reduction of Allylic Alcohols Using Isopropanol as Reductant
  作者：Masahiro Sai

  DOI：10.1002/adsc.201800731

  日期：2018.9.17

  lithium cation‐catalyzed direct reduction of allylic alcohols to alkenes using isopropanol as a hydride donor was developed. The hydride transfer of the in situ‐generated lithium isopropoxide to an allylic cation is the key process in this transformation. The reaction generates only water and acetone as byproducts, which highlights the synthetic utility of this method.

  开发了使用异丙醇作为氢化物供体的锂阳离子催化的烯丙基醇直接还原为烯烃的方法。原位生成的异丙氧基锂向烯丙基阳离子的氢化物转移是该转化过程中的关键过程。该反应仅产生水和丙酮作为副产物，这突出了该方法的合成效用。
• FeCl₃·6H₂O Catalyzed Disproportionation of Allylic Alcohols and Selective Allylic Reduction of Allylic Alcohols and Their Derivatives with Benzyl Alcohol
  作者：Jialiang Wang、Wen Huang、Zhengxing Zhang、Xu Xiang、Ruiting Liu、Xigeng Zhou

  DOI：10.1021/jo900070q

  日期：2009.5.1

  been found to be an efficient catalyst for the disproportionation of allylic alcohols, which provides a convenient method for selective transformation of allylic alcohols to alkenes and α,β-unsaturated ketones. Furthermore, this catalytic system is also effective for highly selective allylic reduction of allylic alcohols, allylic ethers, and allylic acetates with benzyl alcohol under neutral and convenient

  已经发现氯化铁是用于烯丙基醇歧化的有效催化剂，其为将烯丙基醇选择性转化为烯烃和α，β-不饱和酮提供了方便的方法。此外，该催化体系对于在中性和方便的反应条件下用苄醇高度选择性地还原烯丙基醇，烯丙基醚和乙酸烯丙基乙酸酯也是有效的。
• FeCl3·6H2O-catalyzed selective reduction of allylic halides to alkenes with concomitant oxidation of benzylic alcohols to aldehydes
  作者：HouCai Zhang、RuiTing Liu、XiGeng Zhou

  DOI：10.1007/s11426-013-5042-2

  日期：2014.2

  Iron-catalyzed direct reduction of allylic halides with benzylic alcohol was achieved, providing a new, simple, and efficient method for conducting highly regioselective hydrodehalogenation. This method not only features a readily available reductant, an inexpensive catalyst, simple manipulation, and good tolerance of functional groups including nitriles, nitro, esters, and methoxyl groups, it also

  实现了铁催化的苄醇对烯丙基卤的直接还原，为进行高区域选择性加氢脱卤提供了一种新的，简单而有效的方法。该方法不仅具有易于获得的还原剂，廉价的催化剂，简单的操作以及对腈，硝基，酯和甲氧基等官能团的良好耐受性，而且反应条件温和并且具有完全的区域选择性，因为只有卤化物位于盟友位置减少。或者，该方法可以用于将苄醇选择性转化为芳族醛而不会过度氧化为羧酸。
• Visible-Light-Mediated Reactions of Electrophilic Radicals with Vinyl and Allyl Trifluoroborates
  作者：Daniel Fernandez Reina、Alessandro Ruffoni、Yasair S. S. Al-Faiyz、James J. Douglas、Nadeem S. Sheikh、Daniele Leonori

  DOI：10.1021/acscatal.7b01120

  日期：2017.6.2

  Visible-light photoredox catalysis enables the vinylation and allylation of electrophilic radicals with readily available potassium trifluoroborate reagents. The processes show good functional group compatibility, and mechanistic and computational studies have elucidated some of the aspects associated with the key radical addition step.

  可见光的光氧化还原催化作用使亲电子基团与现成的三氟硼酸钾试剂发生乙烯基化和烯丙基化。该过程显示出良好的官能团兼容性，并且机理和计算研究已经阐明了与关键自由基添加步骤相关的某些方面。
• Heterometallic palladium–iron metal–organic framework as a highly active catalyst for cross-coupling reactions
  作者：Eugenia Miguel-Casañ、Mohanad D. Darawsheh、Víctor Fariña-Torres、Iñigo J. Vitórica-Yrezábal、Eduardo Andres-Garcia、Martín Fañanás-Mastral、Guillermo Mínguez Espallargas

  DOI：10.1039/d2sc05192c

  日期：——

  Palladium-based metal–organic frameworks (Pd-MOFs) are an emerging class of heterogeneous catalysts extremely challenging to achieve due to the facile leaching of palladium and its tendency to be reduced. Herein, Pd(II) was successfully incorporated in the framework of a MOF denoted as MUV-22 using a solvent assisted reaction. This stable MOF, with square-octahedron (soc) topology as MIL-127, and a

  钯基金属有机骨架 (Pd-MOF) 是一类新兴的非均相催化剂，由于钯易于浸出且易于还原，因此极难实现。在此，使用溶剂辅助反应，Pd( II ) 成功地结合到表示为MUV-22的 MOF 的框架中。这种稳定的 MOF，具有正方形八面体 (soc) 拓扑结构，如 MIL-127，孔隙率为 710 m 2 g −1，对于芳基和烷基硼酸酯的 Suzuki–Miyaura 烯丙基化反应具有高活性、选择性和可回收性，例如肉桂基溴和 Me-Bpin 之间的偶联，Me-Bpin 是交叉偶联反应中通常不情愿的试剂。