二(2,2'-联吡啶)铁(II) | 15552-69-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 中文名称: 二(2,2'-联吡啶)铁(II)
• 英文名称: iron(II) bis(2,2'-bipyridine)
• 英文别名: [Fe(bipy)2](2+)；[Fe(bpy)2](2+)；Bis(2,2'-bipyridine)iron(II)；iron(2+);2-pyridin-2-ylpyridine
• CAS: 15552-69-9
• 化学式: C₂₀H₁₆FeN₄
• 分子量: 368.221
• InChiKey: SKGROMOEPHPWOJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.28
• 重原子数：
  25
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  51.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  tris(2,2'-bipyridine)iron(II)(2+) 在 diclazuril 作用下， 以 重水 为溶剂， 生成 二(2,2'-联吡啶)铁(II)
  参考文献：
  名称：

  Lawrance, Geoffrey A.; Stranks, Donald R.; Sullivan, Terence R., Australian Journal of Chemistry, 1981, vol. 34, # 8, p. 1763 - 1768

  摘要：

  DOI：

文献信息

• Iron(II)-Induced Activation of 1:1 HOOH/HCl for the Chlorohydroxylation of Olefins and the Chlorination of Hydrocarbons: Chlorinated Fenton Chemistry
  作者：Donald T. Sawyer、John P. Hage、Andrzej Sobkowiak

  DOI：10.1021/ja00106a013

  日期：1995.1

  Iron complexes [Fe-II(OPPh(3))(4)(2+), Fe-II(bpy)(2),(2+), Fe-II(OH2)(6)(2+), and (FeCl3)-Cl-III] catalytically activate 1:1 HOOH/HCl combinations for the efficient chlorohydroxylation of olefins. The reactive intermediate 7 is not HOCl, but appears to be formed via a Fenton process Fe(II)L(x)(2+) reversible arrow (B) [L(x)(+)Fe(II)OOH(BH+)] (1) --> (HCl) [L(x)Fe(IV)(OH)Cl] (7) + H2O). Although the major product from the reaction of 7 with olefin substrates (e.g., cyclohexene, c-C6H10) is the chlorohydroxo derivative [c-C6H10 + HOOH + HCl --> (Fe(II)L(x)) c-C6H10(OH)Cl + H2O], significant amounts of the dihydroxo [c-C6H10(OH)2] and traces of the dichloro [c-C6H10Cl2] derivatives are produced. The reaction efficiency with respect to HOOH/HCl ranges from 51% for norbornene to 31% for cyclohexene to 10% for l-hexene. The presence of dioxygen (O-2) With c-C6H10 results in the production of some ketone [c-C6H8(O)] via oxygenated Fenton chemistry, but does not inhibit the chlorohydroxylation process. The catalyzed process is equally efficient and selective in a biphasic H2O/substrate solution as in acetonitrile. With cis-stilbene (cis-PhCH=CRPh) the major product is the epoxide (> 80%); the reaction efficiency is 63% relative to HOOH/HCl. These systems chlorinate saturated hydrocarbons (c-C6H12 --> c-C6H11Cl) and hydroxylate benzene (PhH --> PhOH). Because 7 chlorohydroxylates olefins and chlorinates hydrocarbons in aqueous media much more efficiently than HOCl, its in-vivo analogue may be a reasonably reactive intermediate for ''oxy-radical'' damage in biological systems.
• Iron(II, III)-catalyzed oxidative N-dealkylation of amines with dioxygen
  作者：Dorota Naróg、Urszula Lechowicz、Tadeusz Pietryga、Andrzej Sobkowiak

  DOI：10.1016/j.molcata.2003.11.018

  日期：2004.4

  Labile iron complexes (e.g., [Fe-III (bPY)(2)](MecN)(3+), [Fe-II(bPY)(2)](MeCN)(3+), and [Fe-III (H2O)(6)](MeCN)(3+), and [Fe-II(H2O)(6)](MeCN)(2+)) in base-free acetonitrile activate dioxygen for the direct oxygenation of N,N- and N-alkylated amines to form N-dealkylated products and corresponding aldehydes. N,N-dimethylaniline (DMA) is oxidized to N-methylaniline (MA) and formaldehyde as well as to N-methylanilide. Formaldehyde and the excess of substrate undergo condensation reaction to produce 4,4'-methylenebis(NN-dimethylaniline) (MBDME). Small amounts of N-methylformanilide (MF) and formanilide are also formed during oxidation of NN-dimethylaniline and N-methylaniline respectively. Iron(III) catalysts are reduced by the substrate to iron(II), which activates dioxygen. Dioxygen activation step is preceded by the equilibrium reaction between iron(II) catalyst and substrate. (C) 2003 Elsevier B.V. All rights reserved.
• Lawrance, Geoffrey A.; Stranks, Donald R.; Sullivan, Terence R., Australian Journal of Chemistry, 1981, vol. 34, # 8, p. 1763 - 1768
  作者：Lawrance, Geoffrey A.、Stranks, Donald R.、Sullivan, Terence R.

  DOI：——

  日期：——