carbon monoxide;iron;(4E,6E)-octa-1,4,6-trien-3-one | 179913-13-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: carbon monoxide;iron;(4E,6E)-octa-1,4,6-trien-3-one
• CAS: 179913-13-4；179675-46-8
• 化学式: C₁₁H₁₀FeO₄
• 分子量: 262.045
• InChiKey: PNMSOEBIFDUCIP-STNIBHKVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.76
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  20.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  月桂烯 、 carbon monoxide;iron;(4E,6E)-octa-1,4,6-trien-3-one 在 BF₃*Et₂O 作用下， 以 二氯甲烷 为溶剂， 以53%的产率得到
  参考文献：
  名称：

  1,3-Asymmetric induction by planar chiral (η4-diene)Fe(CO)3 complexes in Diels-Alder reaction

  摘要：

  The Diels-Alder reaction of 1,3-dienes with alpha,beta-unsaturated ketones adjacent to planar chiral (eta(4)-1,3-diene)Fe(CO)(3) complexes in the presence of Lewis acid proceeded diastereoselectively. The dienophiles reacted with cyclopentadiene to give the endo adducts stereoselectively. The Lewis acid affected remarkably the diastereoselectivity in the reaction.

  DOI：

  10.1016/0022-328x(95)06076-9
• 作为产物：
  描述：

  乙烯基三甲基硅烷 、 (η(4)-1-carboxy-1,3-pentadiene)Fe(CO)3 在 三氯化铝 、 草酰氯 作用下， 以 二氯甲烷 为溶剂， 以50%的产率得到carbon monoxide;iron;(4E,6E)-octa-1,4,6-trien-3-one
  参考文献：
  名称：

  Transformation of the carboxyl group adjacent to the (η4-diene)Fe(CO)3 moiety: a convenient route to (η4-diene)Fe(CO)3 complexes containing α,β- and β,γ-unsaturated carbonyl groups, and 1,3-dicarbonyl groups

  摘要：

  Acyl halides adjacent to an (eta(4)-diene)Fe(CO), moiety react with allylsilanes, vinylsilanes and enamines to give the corresponding allyl ketones, vinyl ketones and 1,3-diketones in high yields, respectively. The allylation reaction proceeds smoothly under neutral conditions without a Lewis acid as an activating agent, while the vinylation reaction takes place in the presence of a Lewis acid. (C) 1999 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0020-1693(99)00026-2

文献信息

• Transformation of the carboxyl group adjacent to the (η4-diene)Fe(CO)3 moiety: a convenient route to (η4-diene)Fe(CO)3 complexes containing α,β- and β,γ-unsaturated carbonyl groups, and 1,3-dicarbonyl groups
  作者：Saburo Nakanishi、Katsuhisa Kumeta、Toshikazu Takata

  DOI：10.1016/s0020-1693(99)00026-2

  日期：1999.8

  Acyl halides adjacent to an (eta(4)-diene)Fe(CO), moiety react with allylsilanes, vinylsilanes and enamines to give the corresponding allyl ketones, vinyl ketones and 1,3-diketones in high yields, respectively. The allylation reaction proceeds smoothly under neutral conditions without a Lewis acid as an activating agent, while the vinylation reaction takes place in the presence of a Lewis acid. (C) 1999 Elsevier Science S.A. All rights reserved.
• 1,3-Asymmetric induction by planar chiral (η4-diene)Fe(CO)3 complexes in Diels-Alder reaction
  作者：Saburo Nakanishi、Katsuhisa Kumeta、Yasuhiro Sawai、Toshikazu Takata

  DOI：10.1016/0022-328x(95)06076-9

  日期：1996.5

  The Diels-Alder reaction of 1,3-dienes with alpha,beta-unsaturated ketones adjacent to planar chiral (eta(4)-1,3-diene)Fe(CO)(3) complexes in the presence of Lewis acid proceeded diastereoselectively. The dienophiles reacted with cyclopentadiene to give the endo adducts stereoselectively. The Lewis acid affected remarkably the diastereoselectivity in the reaction.