1,3-bis(4-methoxyphenyl)butan-1-one | 66647-66-3

• 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
• 英文名称: 1,3-bis(4-methoxyphenyl)butan-1-one
• 英文别名: 1,3-Bis(4-methoxyphenyl)butan-1-one
• CAS: 66647-66-3
• 化学式: C₁₈H₂₀O₃
• 分子量: 284.355
• InChiKey: LQOSDAGTYDDZIT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1,3-bis(4-methoxyphenyl)butan-1-one 、 碘乙烷 在 sodium amide 作用下， 生成 2-ethyl-1,3-bis-(4-methoxy-phenyl)-butan-1-one
  参考文献：
  名称：

  Jaeger; zit. bei Dodds et al., Proceedings of the Royal Society of London, Series B: Biological Sciences, 1953, vol. 140, p. 470,495

  摘要：

  DOI：
• 作为产物：
  描述：

  4-甲氧基-α-甲基苯甲醇 在 Ru-MACHO 、 potassium tert-butylate 作用下， 以 甲苯 为溶剂， 以70 %的产率得到1,3-bis(4-methoxyphenyl)butan-1-one
  参考文献：
  名称：

  钌催化仲醇的自偶联

  摘要：

  报道了一种简单的仲醇自偶联催化方法，从而在温和条件下合成β-支化酮。明确的钌钳形络合物催化了该反应。优化研究表明叔丁醇钠是这种转化的合适碱。官能化芳基甲醇、杂芳基甲醇以及直链和支链脂肪族仲醇容易发生催化自偶联反应。机理研究表明，催化剂和碱对于实现仲醇脱氢为酮、随后的受控羟醛缩合以及α,β-不饱和中间体的进一步加氢，从而选择性形成β-支化酮产物至关重要。值得注意的是，非无辜的 PNP 配体在催化剂中表现出胺-酰胺金属-配体合作，在促进仲醇的催化自偶联方面发挥了关键作用。释放的分子氢和水是唯一的副产品。

  DOI：

  10.1021/acs.joc.3c02029

文献信息

• Tripodal N,P Mixed-Donor Ligands and Their Cobalt Complexes: Efficient Catalysts for Acceptorless Dehydrogenation of Secondary Alcohols
  作者：Shi Xu、Latifah M. Alhthlol、Keshav Paudel、Eric Reinheimer、David L. Tyer、Daniela K. Taylor、Amberlynn M. Smith、Jonathan Holzmann、Edgar Lozano、Keying Ding

  DOI：10.1021/acs.inorgchem.8b00043

  日期：2018.3.5

  A new tetradentate tripodal ligand, iPrPPPNHPyMe, and the cobalt complexes were synthesized and characterized. The well-defined cobalt complexes efficiently catalyzed acceptorless dehydrogenation of secondary alcohols into ketones.

  合成并表征了新的四齿三脚架配体iPr PPPN H Py Me和钴配合物。定义明确的钴络合物可有效地催化仲醇的无受体脱氢反应成酮。
• Cationic β‐Scission of C−H and C−C Bonds for Selective Dimerization and Subsequent Sulfur‐Free RAFT Polymerization of α‐Methylstyrene and Isobutylene
  作者：Takayuki Tanimoto、Mineto Uchiyama、Masami Kamigaito

  DOI：10.1002/anie.202307791

  日期：2023.10.23

  dimerizations of α-methylstyrene (αMS) derivatives via β-C−H scission were subsequently used for sulfur-free cationic RAFT polymerization of αMS and isobutylene (IB) via β-C−C scission. Telechelic polymers and block copolymers of αMS and methyl methacrylate were also prepared from bifunctional exo-olefins and mechanistic transformations from cationic to radical RAFT polymerization, respectively,

  通过 α-甲基苯乙烯 (αMS) 衍生物通过 β-C−H 断裂选择性阳离子二聚制备的外型烯烃化合物随后用于通过 β-C−C 断裂进行 αMS 和异丁烯 (IB) 的无硫阳离子 RAFT 聚合。遥爪聚合物和αMS与甲基丙烯酸甲酯的嵌段共聚物也分别由双官能外烯烃和从阳离子到自由基RAFT聚合的机械转变制备，
• Ruthenium-Catalyzed Self-Coupling of Primary and Secondary Alcohols with the Liberation of Dihydrogen
  作者：Ilya S. Makarov、Robert Madsen

  DOI：10.1021/jo4008699

  日期：2013.7.5

  The dehydrogenative self-condensation of primary and secondary alcohols has been studied in the presence of RuCl2(IiPr)(p-cymene). The conversion of primary alcohols into esters has been further optimized by using magnesium nitride as an additive, which allows the reaction to take place at a temperature and catalyst loading lower than those described previously. Secondary alcohols were dimerized into racemic ketones by a dehydrogenative Guerbet reaction with potassium hydroxide as the additive. The transformation gave good yields of the ketone diners with a range of alkan-2-ols, whereas more substituted secondary alcohols were unreactive. The reaction proceeds by dehydrogenation to the ketone, followed by an aldol reaction and hydrogenation of the resulting enone.
• Synthetic Estrogenic Compounds. I. Monosubstituted Derivatives of 1,3-Di-(p-hydroxyphenyl)-propane
  作者：Alfred H. Stuart、Ralph C. Tallman

  DOI：10.1021/ja01248a037

  日期：1943.8
• Dodds et al., Proceedings of the Royal Society of London. Series B, Biological sciences, 1953, vol. 140, p. 470,495
  作者：Dodds et al.

  DOI：——

  日期：——