1-(2,2-二苯基乙基)-4-甲基苯 | 88382-63-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 中文名称: 1-(2,2-二苯基乙基)-4-甲基苯
• 英文名称: (2-(p-tolyl)ethane-1,1-diyl)dibenzene
• 英文别名: 1-(2,2-diphenylethyl)-4-methylbenzene；1,1'-[2-(4-Methylphenyl)ethane-1,1-diyl]dibenzene
• CAS: 88382-63-2
• 化学式: C₂₁H₂₀
• 分子量: 272.39
• InChiKey: PPDNHGVJKWYSDT-UHFFFAOYSA-N

物化性质

• 沸点：
  361.6±27.0 °C(Predicted)
• 密度：
  1.035±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  二苯甲酮 在 正丁基锂 、 1,10-菲罗啉 、 sodium hydride 作用下， 以 四氢呋喃 、 正己烷 、 苯 为溶剂， 反应 19.0h， 生成 1-(2,2-二苯基乙基)-4-甲基苯
  参考文献：
  名称：

  Transition‐Metal‐Free Intermolecular Hydrocarbonation of Styrenes Mediated by NaH/1,10‐Phenanthroline

  摘要：

  AbstractA transition‐metal‐free intermolecular coupling reaction of halocompounds with styrenes in the presence of NaH and 1,10‐phenanthroline was developed. This reaction afforded hydrocarbonated products with complete anti‐Markovnikov selectivity. The method allows the use of a wide range of halocompounds, including aryl and alkyl halides, and good functional group tolerance. Detailed mechanistic studies indicated that an anilide anion generated in situ by the NaH‐mediated reduction of 1,10‐phenanthroline works as an electron donor and a hydrogen source.

  DOI：

  10.1002/chem.202203143

文献信息

• “Bulky-Yet-Flexible” α-Diimine Palladium-Catalyzed Reductive Heck Cross-Coupling: Highly Anti-Markovnikov-Selective Hydroarylation of Alkene in Air
  作者：Xu-Wen Yang、Dong-Hui Li、A-Xiang Song、Feng-Shou Liu

  DOI：10.1021/acs.joc.0c01509

  日期：2020.9.18

  regioselective and efficient reductive Heck reaction, a series of moisture- and air-stable α-diimine palladium precatalysts were rationally designed, readily synthesized, and fully characterized. The relationship between the structures of the palladium complexes and the catalytic properties was investigated. It was revealed that the“bulky-yet-flexible”palladium complexes allowed highly anti-Markovnikov-selective

  为了进行高度区域选择性和高效的还原性Heck反应，合理设计，易于合成和充分表征了一系列湿气和空气稳定的α-二亚胺钯预催化剂。研究了钯配合物的结构与催化性能之间的关系。揭示了“大而尚柔的”钯配合物在好氧条件下可以使烯烃与（杂）芳基溴化物高度抗马尔科夫尼科夫选择性加氢芳基化。本方案的进一步合成应用可以提供对功能和生物活性分子的快速直接访问。
• Radical C−N Borylation of Aromatic Amines Enabled by a Pyrylium Reagent
  作者：Yuanhong Ma、Yue Pang、Sonia Chabbra、Edward J. Reijerse、Alexander Schnegg、Jan Niski、Markus Leutzsch、Josep Cornella

  DOI：10.1002/chem.202000412

  日期：2020.3.23

  Herein, we report a radical borylation of aromatic amines through a homolytic C(sp 2 )-N bond cleavage. This method capitalizes on a simple and mild activation via a pyrylium reagent ( Sc Pyry-OTf) thus priming the amino group for reactivity. The combination of terpyridine and a diboron reagent triggers a radical reaction which cleaves the C(sp 2 )-N bond and forges a new C(sp 2 )-B bond. The unique

  在这里，我们报告通过均溶的C（sp 2）-N键裂解芳香胺的自由基硼化。该方法利用了通过吡啶试剂（Sc Pyry-OTf）进行的简单而温和的活化，从而引发了氨基的反应性。特吡啶和乙硼烷试剂的组合触发自由基反应，该反应裂解C（sp 2）-N键并形成一个新的C（sp 2）-B键。吡啶鎓中间体的独特的非平面结构为芳基的形成提供了必要的驱动力。该方法允许在电子环境中没有区别地使多种芳族胺进行硼酸酯化。
• Pd-Catalyzed reductive heck reaction of olefins with aryl bromides for Csp²–Csp³ bond formation
  作者：Liqun Jin、Jiaxia Qian、Nan Sun、Baoxiang Hu、Zhenlu Shen、Xinquan Hu

  DOI：10.1039/c8cc02571a

  日期：——

  We developed a Pd-catalyzed intermolecular reductive Heck reaction to construct Csp2–Csp3 bonds between aryl bromides and olefins. Various styrene derivatives, acyclic and cyclic alkenes, were well tolerated to couple with varied aryl bromides in linear selectivity. Kinetic and deuterium labeling experiments suggested that i-PrOH provides a hydride through β-H elimination.

  我们开发了Pd催化的分子间还原性Heck反应，以构建芳基溴化物和烯烃之间的Csp 2 -Csp 3键。各种苯乙烯衍生物（无环和环状烯烃）具有良好的耐受性，可以线性选择性地与各种芳基溴化物偶联。动力学和氘标记实验表明，i-PrOH可通过消除β-H来提供氢化物。
• Electron Transfer-Induced Coupling of Haloarenes to Styrenes and 1,1-Diphenylethenes Triggered by Diketopiperazines and Potassium tert-Butoxide
  作者：Eswararao Doni、Shengze Zhou、John Murphy

  DOI：10.3390/molecules20021755

  日期：——

  The coupling of haloarenes to styrenes and 1,1-diarylethenes has been achieved with potassium tert-butoxide in the presence of N,N'-dialkyldiketopiperazines. In contrast to previously reported reactions where phenanthroline has been used to mediate the reactions, the use of diketopiperazines can lead to either 1,1,2-triarylethenes or 1,1,2-triarylethanes, depending on the conditions used.

  已成功实现卤代芳烃与苯乙烯和1,1-二芳基乙烯的耦合，反应条件为存在N,N'-二烷基二酮哌嗪的氢氧化钾叔丁基。与之前使用苯并喹啉介导反应的报道不同，使用二酮哌嗪可以根据所用条件生成1,1,2-三芳基乙烯或1,1,2-三芳基乙烷。
• Visible-Light Photocatalytic Reduction of Sulfonium Salts as a Source of Aryl Radicals
  作者：Simon Donck、Abdulkader Baroudi、Louis Fensterbank、Jean-Philippe Goddard、Cyril Ollivier

  DOI：10.1002/adsc.201300040

  日期：2013.5.17

  Triarylsulfonium salts are prompted to undergo efficient homolytic reduction by single electron transfer under mild photocatalytic conditions. The liberated aryl radical can then participate in carbon‐carbon bond formation processes with allyl sulfones and activated olefins. Triarylsulfonium salts emerge as a valuable and alternative source of aryl radicals for synthesis.

  三芳基ulf盐在温和的光催化条件下通过单电子转移被提示进行有效的均相还原。释放的芳基然后可以与烯丙基砜和活性烯烃一起参与碳-碳键的形成过程。三芳基ulf盐作为合成芳基的有价值和替代来源而出现。