2-氟-1-苯基-4-[(S)-1-甲基烯丙基]苯 | 1021340-53-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-氟-1-苯基-4-[(S)-1-甲基烯丙基]苯
• 英文名称: 2-fluoro-1-phenyl-4-[(S)-1-methylallyl]benzene
• 英文别名: 4-[(2S)-but-3-en-2-yl]-2-fluoro-1-phenylbenzene
• CAS: 1021340-53-3
• 化学式: C₁₆H₁₅F
• 分子量: 226.294
• InChiKey: HNGBGVYNXQXGQQ-LBPRGKRZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  乙烯 、 4-乙烯基-2-氟-1-苯基苯 在 bi(allylnickel bromide) 、 {benzyl[(S)-1-(1-naphthyl)ethyl]amino}[(R)-1,1'-binaphthyl-2,2'-diyldioxy]phosphine 、 四(3,5-二(三氟甲基)苯基)硼酸钠 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 2-氟-1-苯基-4-[(S)-1-甲基烯丙基]苯
  参考文献：
  名称：

  Efficient, Selective, and Green:  Catalyst Tuning for Highly Enantioselective Reactions of Ethylene

  摘要：

  Fine tuning of the biaryl and amino moieties of Feringa's phosphoramidite ligands yields structurally simpler, yet more efficient and selective, ligands for asymmetric hydrovinylation of vinylarenes and acylic 1,3-dienes. The enantioselectivities and yields observed in the formation of the 3-arylbutenes are among the highest for all asymmetric catalytic processes reported to date for the synthesis of intermediates for the widely used antiinflammatory 2-arylpropionic acids including naproxen, ibuprofen, fenoprofen, and flurbiprofen.

  DOI：

  10.1021/ol800395m

文献信息

• Dual Transition Metal Electrocatalysis: Direct Decarboxylative Alkenylation of Aliphatic Carboxylic Acids
  作者：Jiaqing Lu、Yan Yao、Liubo Li、Niankai Fu

  DOI：10.1021/jacs.3c08839

  日期：2023.12.13

  the reaction. This new alkenylation protocol has been successfully demonstrated in direct modification of naturally occurring complex acids and is amenable to the enantioselective decarboxylative alkenylation of arylacetic acid. Mechanistic studies, including a series of controlled experiments and cyclic voltammetry data, allow us to probe the key intermediates and the pathway of the reaction.

  通过 Ce/Ni 双过渡金属电催化，实现了广泛使用的脂肪族羧酸与卤乙烯的直接脱羧烯基化，用于合成具有所有取代模式的烯烃。该反应采用烷基酸作为限制试剂，并且对于两种偶联伙伴表现出广泛的范围。值得注意的是，简单的伯烷基羧酸可以很容易地作为反应中的碳中心自由基前体。这种新的烯基化方案已在天然存在的复杂酸的直接修饰中成功得到证实，并且适用于芳基乙酸的对映选择性脱羧烯基化。机理研究，包括一系列受控实验和循环伏安数据，使我们能够探索关键中间体和反应途径。
• Efficient, Selective, and Green:  Catalyst Tuning for Highly Enantioselective Reactions of Ethylene
  作者：Craig R. Smith、T. V. RajanBabu

  DOI：10.1021/ol800395m

  日期：2008.4.1

  Fine tuning of the biaryl and amino moieties of Feringa's phosphoramidite ligands yields structurally simpler, yet more efficient and selective, ligands for asymmetric hydrovinylation of vinylarenes and acylic 1,3-dienes. The enantioselectivities and yields observed in the formation of the 3-arylbutenes are among the highest for all asymmetric catalytic processes reported to date for the synthesis of intermediates for the widely used antiinflammatory 2-arylpropionic acids including naproxen, ibuprofen, fenoprofen, and flurbiprofen.