4,6-diphenylhex-5-en-2-one | 649766-43-8

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物
• 英文名称: 4,6-diphenylhex-5-en-2-one
• 英文别名: 4,6-Diphenylhex-5-en-2-one
• CAS: 649766-43-8
• 化学式: C₁₈H₁₈O
• 分子量: 250.34
• InChiKey: OFQACTFXIHLHBP-UHFFFAOYSA-N

物化性质

• 沸点：
  413.8±24.0 °C(Predicted)
• 密度：
  1.049±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1,3-diphenyl-3-hydroxypropene 、 丙酮 在 ammonium hexafluorophosphate 、 2C₅H₈O₂*MoO₂ 作用下， 以 乙腈 为溶剂， 反应 2.08h， 以78%的产率得到4,6-diphenylhex-5-en-2-one
  参考文献：
  名称：

  用氮、氧和碳亲核试剂高效钼 (VI) 催化的烯丙醇直接取代

  摘要：

  实现了在 MoO2(acac)2 催化下，烯丙醇与各种氮、氧和碳亲核试剂的直接亲核取代。以中等至优异的收率获得了相应的产物。对反应机理的研究表明，在过渡态下形成了碳鎓中间体。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)

  DOI：

  10.1002/ejoc.200800976

文献信息

• Trifluoroacetic anhydride—catalyzed conjugate addition of boronic acids to α,β-unsaturated ketones
  作者：Silvia Roscales、Ángela Rincón、Eduardo Buxaderas、Aurelio G. Csákÿ

  DOI：10.1016/j.tetlet.2012.06.105

  日期：2012.8

  The conjugate addition of boronic acids to α,β-unsaturated ketones catalyzed by acylating reagents has been explored. The results show that trifluoroacetic anhydride catalyzes the addition of vinylboronic acids under experimentally simple and metal-free conditions for a variety of substrates with good yields.

  已经研究了通过酰化试剂将硼酸共轭加成到α，β-不饱和酮上。结果表明，三氟乙酸酐可在实验简单且无金属的条件下，以多种产率催化乙烯基硼酸的添加。
• Taming Living Carbocations in Catalytic Direct Conjugate Addition of Simple Alkenes to α,β-Enones
  作者：Jian Lv、Xingren Zhong、Sanzhong Luo

  DOI：10.1002/chem.201402246

  日期：2014.7.1

  the presence of an anionic phosphate ligand enables the addition of alkenes to α,β‐enones. The ligand facilitates selective β‐proton elimination by suppressing competing pathways, thus leading to vinylation adducts in high yields (up to 99 %) for a broad range of substrates.

  阴离子磷酸配体存在下的路易斯酸可将烯烃加成至α，β-烯酮。配体通过抑制竞争途径促进选择性β-质子的消除，从而导致多种底物的高收率（高达99％）的乙烯基化加合物。
• Tandem Aldol Condensation/Platinacycle-Catalyzed Addition Reactions of Aldehydes, Methyl Ketones, and Arylboronic Acids
  作者：Yuan-Xi Liao、Qiao-Sheng Hu

  DOI：10.1002/ejoc.201200867

  日期：2012.10

  Tandem aldol condensation of aldehydes with methyl ketones followed by anionic four-electron donor-based (Type I) platinacycle-catalyzed addition reactions of arylboronic acids to form beta-arylated ketones is described. Good to excellent yields of beta-arylated ketones were obtained for the tandem reactions of aromatic/aliphatic aldehydes, methyl ketones and arylboronic acids, and moderate yields

  描述了醛与甲基酮的串联醇醛缩合，然后是阴离子四电子供体基（I型）铂金环催化的芳基硼酸加成反应，形成β-芳基化酮。对于芳族/脂肪族醛，甲基酮和芳基硼酸的串联反应，获得了良好的β-芳基化酮收率，对于以α，β-不饱和醛为醛源的串联反应，获得了中等收率。
• COPPER(I) IODIDE DIMETHYL SULFIDE CATALYZED ADDITION OF A VINYLZIRCONIUM REAGENT
  作者：El-Batta, Amer、Bergdahl, Mikael、Trincado, Monica、Rosa-Bauza, Yazmin、Ellman, Jonathan A.

  DOI：10.15227/orgsyn.084.0192

  日期：——
• An Efficient Molybdenum(VI)-Catalyzed Direct Substitution of Allylic Alcohols with Nitrogen, Oxygen, and Carbon Nucleophiles
  作者：Hongwei Yang、Ling Fang、Ming Zhang、Chengjian Zhu

  DOI：10.1002/ejoc.200800976

  日期：2009.2

  Direct nucleophilic substitution of allylic alcohols with various nitrogen, oxygen, and carbon nucleophiles catalyzed by MoO2(acac)2 was realized. The corresponding products were obtained in moderate-to-excellent yields. Studies of the reaction mechanism showed that a carbenium intermediate was formed in the transition state. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)

  实现了在 MoO2(acac)2 催化下，烯丙醇与各种氮、氧和碳亲核试剂的直接亲核取代。以中等至优异的收率获得了相应的产物。对反应机理的研究表明，在过渡态下形成了碳鎓中间体。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)