1-(4-(4-methoxybenzoyl)phenyl)ethanone

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-(4-(4-methoxybenzoyl)phenyl)ethanone
• 英文别名: 1-(4-(4-methoxybenzoyl)phenyl)ethan-1-one；4-acetyl-4'-methoxybenzophenone；1-[4-(4-Methoxybenzoyl)phenyl]ethanone
• 化学式: C₁₆H₁₄O₃
• 分子量: 254.285
• InChiKey: ULLIFLMTFYRMET-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  在 盐酸 、 水 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 生成 1-(4-(4-methoxybenzoyl)phenyl)ethanone
  参考文献：
  名称：

  Photochemically Promoted Transition Metal-Free Cross-Coupling of Acylsilanes with Organoboronic Esters

  摘要：

  Intermolecular carbon-carbon bond formation between acylsilanes and organoboronic esters was achieved by photoirradiation under almost neutral, transition metal-free conditions. In this reaction, siloxycarbenes generated by photoisomerization of acylsilanes reacted with boronic esters to give the formal B-C bond insertion intermediates, which underwent unique rearrangement to afford the cyclic alpha-alkoxyboronic esters. Acidic treatment of the resulting crude products under air furnished the cross-coupled ketones in good yields.

  DOI：

  10.1021/ja1102597

文献信息

• Synthesis of biaryl ketones and biaryl diketones via carbonylative Suzuki-Miyaura coupling reactions catalyzed by bridged bis(N-heterocyclic carbene)palladium(II) catalysts
  申请人：King Fahd University of Petroleum & Minerals

  公开号：US11192912B1

  公开（公告）日：2021-12-07

  This disclosure relates to bridged bis(N-heterocyclic carbene)palladium(II) complexes, methods of preparing the complexes, and methods of using the complexes in Suzuki-Miyaura coupling reactions.

  这项披露涉及到桥联的双(N-杂环卡宾)钯(II)配合物，制备这些配合物的方法，以及在Suzuki-Miyaura偶联反应中使用这些配合物的方法。
• Novel and efficient bridged bis( <i>N</i> ‐heterocyclic carbene)palladium(II) catalysts for selective carbonylative Suzuki–Miyaura coupling reactions to biaryl ketones and biaryl diketones
  作者：Waseem Mansour、Mohammed Fettouhi、Bassam El Ali

  DOI：10.1002/aoc.5636

  日期：2020.6

  Bridged N,N′‐substituted bisbenzimidazolium bromide salts (L1, L2, and L3) were synthesized and fully characterized. Reactions of palladium acetate with L1, L2, and L3 afforded corresponding new bridged bis(N‐heterocyclic carbene)palladium(II) complexes (C1, C2, and C3) in high yields. The X‐ray structure of complex C1 showed that the Pd(II) ion is bonded to the two carbon atoms of the bis(N‐heterocyclic

  合成并完全表征了桥联的N，N'-取代的双苯并咪唑鎓溴化物盐（L1，L2和L3）。乙酸钯与L1，L2和L3的反应以高收率提供了相应的新型桥连双（N-杂环卡宾）钯（II）配合物（C1，C2和C3）。配合物C1的X射线结构表明，Pd（II）离子与双（N-杂环卡宾）的两个碳原子键合，两个溴代配体位于顺式位置，导致扭曲的正方形平面几何形状。三种Pd（NHC）2 Br 2在芳基硼酸与芳基卤化物的羰基化Suzuki-Miyaura偶联反应中评估了配合物C1，C2和C3，并显示出高催化活性和低催化剂负载量。在较高的一氧化碳压力下，芳基溴化物的偶联反应对羰基化产物具有选择性。
• Unmasked Acyl Anion Equivalent from Acid Chloride with Indium: Reversed-Polarity Synthesis of Unsymmetric Aryl Aryl and Alkenyl Aryl Ketone through Palladium-Catalyzed Cross-Coupling Reaction
  作者：Dohyung Lee、Taekyu Ryu、Youngchul Park、Phil Ho Lee

  DOI：10.1021/ol500003g

  日期：2014.2.21

  A reversed-polarity synthetic method of a range of unsymmetric aryl aryl and alkenyl aryl ketones has been developed through Pd-catalyzed cross-coupling reaction of acylindium reagents generated in situ from easily available acid chlorides and indium with various electrophiles such as aryl iodide and triflate and alkenyl triflate.

  通过Pd催化从容易获得的酰基氯和铟就地生成的酰基lin试剂与各种亲电试剂（例如碘化芳基和三氟甲磺酸盐）进行钯催化的交叉偶联反应，已开发出了一系列不对称芳基芳基和链烯基芳基酮的反极性合成方法和三氟甲磺酸烯基酯。
• Palladium nanoparticles supported on a nickel pyrazolate metal organic framework as a catalyst for Suzuki and carbonylative Suzuki couplings
  作者：A. W. Augustyniak、W. Zawartka、J. A. R. Navarro、A. M. Trzeciak

  DOI：10.1039/c6dt02242a

  日期：——

  Methanolic reduction of [PdCl2(CH3CN)2] on a [Ni(2,5-di(1H-pyrazol-4-yl)benzenesulfonate)2] metal organic framework gives rise to Pd2+/Pd0 nanocomposites with Suzuki and carbonylative Suzuki heterogeneous catalytic activities.

  甲醇在[Ni（2,5-二（1 H-吡唑-4-基）苯磺酸盐）2 ]金属有机骨架上还原[PdCl 2（CH 3 CN）2 ]，得到Pd 2+ / Pd 0纳米复合材料具有铃木和羰基化铃木的多相催化活性。
• A General Synthesis of Diarylketones by Means of a Three-Component Cross-Coupling of Aryl and Heteroaryl Bromides, Carbon Monoxide, and Boronic acids
  作者：Helfried Neumann、Anne Brennführer、Matthias Beller

  DOI：10.1002/chem.200800001

  日期：2008.4.18

  Pd(OAc)2/di-1-adamantyl-n-butylphosphine (cataCXium A) is highly active in the three-component Suzuki carbonylation and represents the most general catalyst system reported up to now. A broad range of aryl/heteroaryl bromides and aryl boronic acids can be coupled to the corresponding diarylketones at low catalyst loadings.

  Pd（OAc）2 /二-1-金刚烷基-正丁基膦（cataCXium A）在三组分铃木羰基化反应中具有很高的活性，是迄今为止报道的最通用的催化剂体系。各种各样的芳基/杂芳基溴化物和芳基硼​​酸可以在低催化剂负载下与相应的二芳基酮偶联。