tricarbonyl(η4-cyclohexa-2,4-dien-1-ol)iron | 53110-60-4

• 英文名称: tricarbonyl(η4-cyclohexa-2,4-dien-1-ol)iron
• 英文别名: [(2,4-cyclohexadienol)Fe(CO)3]
• CAS: 53110-60-4；62929-40-2；12306-93-3
• 化学式: C₉H₈FeO₄
• 分子量: 236.007
• InChiKey: QBMHZGGTWYRSDY-CZNRRTBNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为反应物：
  描述：

  苯甲酰氯 、 tricarbonyl(η4-cyclohexa-2,4-dien-1-ol)iron 在 pyridine 作用下， 以 二氯甲烷 为溶剂， 以91%的产率得到(1RS,2SR,5RS)-(1-benzoyloxycyclohexa-2,4-dienyl)tricarbonyliron
  参考文献：
  名称：

  Asymmetric synthesis of C2-symmetric 5,6-bis(benzyloxy)cyclohexa-1,3-diene and a tricarbonyliron complex

  摘要：

  C2-对称的5,6-双(苄氧基)环己-1,3-二烯及其相应的三羰基铁配合物已以高对映纯形式合成。该配合物与三烷基铝反应得到单烷基化产物，伴随外消旋化现象。

  DOI：

  10.1039/b205526k
• 作为产物：
  描述：

  tricarbonyl(cyclohexadienyl)iron 、 水 以 further solvent(s) 为溶剂， 生成 tricarbonyl(η4-cyclohexa-2,4-dien-1-ol)iron
  参考文献：
  名称：

  三羰基铁的配位稳定了多少质子化苯？

  摘要：

  Fe(CO)3 配位环己二烯基阳离子水解的速率和平衡测量导致 pKR = 4.7，而未配位离子的 pKR = -2.1。尽管异构体具有相似的稳定性，但水解产生的外配位环己二烯醇的速度比其内型异构体快 10(7) 倍。Fe(CO)3 从环己二烯到苯的等向转移能量的 DFT 计算得出 pKa 8 的估计值，用于从配位的环己二烯基阳离子损失一个质子以形成 Fe(CO) 3 配位的苯。这意味着配位阳离子的酸性比未配位离子低 33 log 单位（46 kcal）。

  DOI：

  10.1021/ja807259v

文献信息

• FT-IR observation of covalent labelling of lysozyme crystals by organometallic complexes of transition metals
  作者：Darren Egan、Michèle Salmain、Patrick McArdle、Gérard Jaouen、Bertrand Caro

  DOI：10.1016/s1386-1425(01)00567-4

  日期：2002.3

  Electrophilic complexes of iron and chromium which have been reported to react with proteins in solution have been reacted with hen-egg white lysozyme (HEWL) in both the solution and crystal phases under similar pH and buffer conditions. This work was carried out with a view to developing novel side-chain selective heavy metal derivatives for protein X-ray crystallographic studies. Reaction of HEWL with a tricarbonyldienyliron cation (1) in aqueous solution led to modification of the sole histidine residue with concurrent reversible modification of other protein residues. Reaction of (1) with crystalline HEWL showed no covalent binding and only a build up of a hydrolysis product in the water channels of the crystal was observed. Reactions with a series of tricarbonylarylchromium pyrylium salts (2) led to the formation of stable covalent HEWL derivatives in solution. Chromatographic and IR spectroscopic studies showed that binding took place specifically at the F-amino group of lysine residues to give a series of mono- and di-substituted products. When crystals of HEWL were soaked with the chromium reagents covalent binding to some of the lysine residues was also observed. In contrast, HEWL crystals which had their lysine side chains disabled did not bind any of the chromium reagents. (C) 2002 Elsevier Science B.V. All rights reserved.