2-phenethylcyclohept-3-enone | 451501-38-5

• 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: 2-phenethylcyclohept-3-enone
• 英文别名: 2-(2-Phenylethyl)cyclohept-3-en-1-one
• CAS: 451501-38-5
• 化学式: C₁₅H₁₈O
• 分子量: 214.307
• InChiKey: KQMUTGDTKXGIDQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 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：

  (4E,6E)-9-phenylnona-4,6-dienal 在 [Rh(nbd)(dppe)]ClO₄ 氢气 作用下， 以 乙醚 、 1,2-二氯乙烷 为溶剂， 反应 3.0h， 以68%的产率得到2-phenethylcyclohept-3-enone
  参考文献：
  名称：

  Rh(I)-catalyzed intramolecular hydroacylation in ionic liquids

  摘要：

  Rh(I)-catalyzed hydroacylation of 4-alkenal or 4,6-dienal using ionic liquids (ILs) as reaction media proceeded smoothly, giving cyclopentanone or cycloheptenone derivatives in good yields. It was found that the IL recovered after the reaction, which should contain the Rh(I) catalyst, could be recycled 5-10 times without the loss of catalytic activity and enantioselectivity (in the case of asymmetric hydroacylation). (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.08.061

文献信息

• Rhodium(I)-Catalyzed Intramolecular Hydroacylation of 4,6-Dienals: Novel Synthesis of Cycloheptenones
  作者：Yoshihiro Sato、Yoshihiro Oonishi、Miwako Mori

  DOI：10.1055/s-2007-983774

  日期：2007.7

  Rhodium(I)-catalyzed hydroacylation of 4,6-dienals was investigated. Hydroacylation of 4,6-dienals with a substituent at the C7 position produced cycloheptenone derivatives as the major products, while the cyclization of 4,6-dienals with no substituent at the terminus of the diene moiety preferentially gave cyclopentanone derivatives. The olefinic geometry of the diene moiety in 4,6-di-enals also affected

  研究了铑 (I) 催化的 4,6-二烯醛的加氢酰化。在 C7 位具有取代基的 4,6-二烯醛的氢化酰化产生环庚烯酮衍生物作为主要产物，而在二烯部分末端没有取代基的 4,6-二烯醛的环化优先产生环戊酮衍生物。4,6-二烯中二烯部分的烯烃几何形状也影响反应过程，底物与 C6 位 E-烯烃的环化产生环庚烯酮衍生物作为主要产物，而环戊酮衍生物由在 C6 位置具有 Z-烯烃的底物。
• A New Method for the Synthesis of Cycloheptenones by RhI-Catalyzed Intramolecular Hydroacylation of 4,6-Dienals
  作者：Yoshihiro Sato、Yoshihiro Oonishi、Miwako Mori

  DOI：10.1002/1521-3773(20020402)41:7<1218::aid-anie1218>3.0.co;2-d

  日期：2002.4.2
• Rh(I)-catalyzed intramolecular hydroacylation in ionic liquids
  作者：Yoshihiro Oonishi、Jiro Ogura、Yoshihiro Sato

  DOI：10.1016/j.tetlet.2007.08.061

  日期：2007.10

  Rh(I)-catalyzed hydroacylation of 4-alkenal or 4,6-dienal using ionic liquids (ILs) as reaction media proceeded smoothly, giving cyclopentanone or cycloheptenone derivatives in good yields. It was found that the IL recovered after the reaction, which should contain the Rh(I) catalyst, could be recycled 5-10 times without the loss of catalytic activity and enantioselectivity (in the case of asymmetric hydroacylation). (C) 2007 Elsevier Ltd. All rights reserved.