1-[4-(trifluoromethyl)phenyl]heptan-1-one

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-[4-(trifluoromethyl)phenyl]heptan-1-one
• 英文别名: 1-(4-trifluoromethyl-phenyl)heptan-1-one
• 化学式: C₁₄H₁₇F₃O
• 分子量: 258.284
• InChiKey: OPROLCDNTIPILI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  对三氟甲基苯甲醛 、 1-己烯 在 RhCl(PPh₃)3 、 Montmorillonite K₁₀ 盐酸 作用下， 以 甲苯 为溶剂， 反应 2.0h， 以97%的产率得到1-[4-(trifluoromethyl)phenyl]heptan-1-one
  参考文献：
  名称：

  蒙脱石K10在螯合辅助分子间加氢酰化中作为原子经济的合适助催化剂

  摘要：

  粘土蒙脱土K10是一种有效的酸性固体，可以在醛和胺的缩合反应中用作可重复使用的助催化剂，以提供亚胺中间体，然后在铑配合物的存在下通过加氢亚氨基酰化反应将其转化为酮。

  DOI：

  10.1016/s0040-4039(03)00026-1

文献信息

• Chemoselective Oxidation by Electronically Tuned Nitroxyl Radical Catalysts
  作者：Shohei Hamada、Takumi Furuta、Yoshiyuki Wada、Takeo Kawabata

  DOI：10.1002/anie.201302261

  日期：2013.7.29

  Electronic tuning: Nitroxyl radical 1 is shown to be an efficient catalyst for the oxidation of secondary alcohols, and promotes oxidation through an oxoammonium species which is highly reactive because of the adjacent electron‐withdrawing ester groups. Chemoselective oxidation of benzylic alcohols in the presence of aliphatic alcohols is observed and is proposed to proceed by a rate‐determining hydride

  电子调谐：硝基1自由基是仲醇氧化的有效催化剂，并通过氧铵盐类促进氧化，该氧铵盐类由于相邻的吸电子酯基团而具有很高的反应性。可以观察到在脂肪族醇存在下苄醇的化学选择性氧化，并建议通过决定氢化物转移的速率进行。
• Inter- and Intramolecular Additions of 1-Alkenylboronic Acids or Esters to Aldehydes and Ketones Catalyzed by Rhodium(I) Complexes in Basic, Aqueous Solutions
  作者：Norio Miyaura、Akinori Takezawa、Kenji Yamaguchi、Toshimichi Ohmura、Yasunori Yamamoto

  DOI：10.1055/s-2002-34219

  日期：——

  Grignard-type addition reaction of 1-alkenylboronic acids or their esters to aldehydes or ketones were carried out in aqueous MeOH or DME in the presence of KOH ( 1 equivalent) and an RhCl(dppf) or Rh(OH)(dppf) catalyst (3 mol%). The utility of the protocol was demonstrated in the corresponding intramolecular reaction giving cyclic homoallylic alcohols.

  在 KOH（1 当量）和 RhCl(dppf) 或 Rh(OH)(dppf) 催化剂存在下，在 MeOH 或 DME 水溶液中进行 1-烯基硼酸或其酯与醛或酮的格氏型加成反应（ 3 摩尔％）。该协议的效用在相应的分子内反应中得到了证明，给出了环状 homoallylic 醇。
• Recyclable Self-Assembly-Supported Catalyst for Chelation-Assisted Hydroacylation of an Olefin with a Primary Alcohol
  作者：Do-Won Kim、Sung-Gon Lim、Chul-Ho Jun

  DOI：10.1021/ol0608045

  日期：2006.7.1

  A novel recyclable catalyst for chelation-assisted hydroacylation of an olefin with a primary alcohol was developed by utilizing a hydrogen-bonding self-assembly motif consisting of a barbiturate bearing 2-aminopyridin-4-yl group and 5-hexyl-2,4,6-triaminopyrimidine. This was further applied to a mixed catalyst system to recycle both organic and organometallic catalysts.
• Direct conversion of benzyl alcohol to ketone by polymer-supported Rh catalyst
  作者：Chul-Ho Jun、Hye-Suk Hong、Chan-Woo Huh

  DOI：10.1016/s0040-4039(99)01907-3

  日期：1999.12

  Benzyl alcohol reacted with 1-alkene to give the corresponding ketone by in situ generated polystyrene-based rhodium catalyst. The catalytic activity of this polymer-supported rhodium catalyst has not been reduced after reusing it four times. (C) 1999 Elsevier Science Ltd. All rights reserved.
• A Highly Active Catalyst System for Intermolecular Hydroacylation
  作者：Chul-Ho Jun、Dae-Yon Lee、Hyuk Lee、Jun-Bae Hong

  DOI：10.1002/1521-3773(20000901)39:17<3070::aid-anie3070>3.0.co;2-g

  日期：2000.9.1