tris(2,2'-bipyridine)iron(II)(2+) | 24162-11-6

• 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
• 英文名称: tris(2,2'-bipyridine)iron(II)(2+)
• 英文别名: [Fe(bpy)₃]²⁺；[Fe^II(bpy)₃]²⁺；[Fe(2,2'-bipyridine)3](2+)；[Fe(bpy)₃]；[Fe^II(2,2′-bipyridine)₃]²⁺；[Fe(bipy)₃]²⁺；iron(2+);2-pyridin-2-ylpyridine
• CAS: 24162-11-6
• 化学式: C₃₀H₂₄FeN₆
• 分子量: 524.408
• InChiKey: IXBAONBNPIGDAJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.43
• 重原子数：
  37
• 可旋转键数：
  3
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  77.3
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  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：
• 作为产物：
  描述：

  2,2'-联吡啶 在 calcium chloride 作用下， 以 水 为溶剂， 生成 tris(2,2'-bipyridine)iron(II)(2+)
  参考文献：
  名称：

  Influence of the Environment on the [4Fe−4S]²⁺ to [2Fe−2S]²⁺ Cluster Switch in the Transcriptional Regulator FNR

  摘要：

  In Escherichia coli, the switch between aerobic and anaerobic metabolism is primarily controlled by the fumarate and nitrate reduction transcriptional regulator FNR. In the absence of O-2, FNR binds a [4Fe-4S](2+) cluster, generating a transcriptionally active dimeric form. Exposure to O-2 results in the conversion of the cluster to a [2Fe-2 S](2+) form, leading to dissociation of the protein into transcriptionally inactive monomers. The [4Fe-4S](2+) to [2Fe-2S](2+) cluster conversion proceeds in two steps. Step 1 involves the one-electron oxidation of the cluster, resulting in the release of Fe2+, generating a [3Fe-4S](1+) cluster intermediate, and a superoxide ion. In step 2, the cluster intermediate spontaneously rearranges to form the [2Fe-2S)(2+) cluster, with the release of a Fe3+ ion and two sulfide ions. Here, we demonstrate that, in both native and reconstituted [4Fe-4S] FNR, the reaction environment and, in particular, the presence of Fe2+ and/or Fe3+ chelators can influence significantly the cluster conversion reaction. We demonstrate that while the rate of step 1 is largely insensitive to chelators, that of step 2 is significantly enhanced by both Fe2+ and Fe3+ chelators. We show that, for reactions in Fe3+-coordinating phosphate buffer, step 2 is enhanced to the extent that step 1 becomes the rate determining step and the [3Fe-4S](1+) intermediate is no longer detectable. Furthermore, Fe3+ released during this step is susceptible to reduction in the presence of Fe2+ chelators. This work, which may have significance for the in vivo FNR cluster conversion reaction in the cell cytoplasm, provides an explanation for apparently contradictory results reported from different laboratories.

  DOI：

  10.1021/ja077455+
• 作为试剂：
  描述：

  2-硫脲嘧啶 在 tris(2,2'-bipyridine)iron(II)(2+) 作用下， 生成 2,2'-dithio-di-4(3H)-pyrimidone
  参考文献：
  名称：

  Po, Henry N.; Kiang, Janet; Brinkman, Elizabeth, Bulletin de la Societe Chimique de France, 1988, # 2, p. 325 - 328

  摘要：

  DOI：

文献信息

• Selective activation of secondary C–H bonds by an iron catalyst: insights into possibilities created by the use of a carboxyl-containing bipyridine ligand
  作者：Shi Cheng、Jing Li、Xiaoxiao Yu、Chuncheng Chen、Hongwei Ji、Wanhong Ma、Jincai Zhao

  DOI：10.1039/c3nj00656e

  日期：——

  4′-dicarboxylic acid), which could activate the C–H bonds of cycloalkanes with high secondary (2°) C–H bond selectivity. A turnover number (TN) of 11.8 and a 30% yield (based on the H2O2 oxidant) were achieved during the catalytic oxidation of cyclohexane by 1 under irradiation with visible light. For the transformation of cycloalkanes and bicyclic decalins with both 2° and tertiary (3°) C–H bonds, 1 always preferred

  在这项工作中，我们报告发现了一种含羧基的铁催化剂1（Fe II -DCBPY，DCBPY = 2,2'-联吡啶-4,4'-二羧酸），该催化剂可以活化环烷烃的C–H键具有较高的次级（2°）CH键选择性。在H2O2的催化氧化过程中达到了11.8的周转数（TN）和30％的收率（基于H 2 O 2氧化剂）。环己烷在可见光照射下，按1。对于具有2°和叔（3°）C–H键的环烷烃和双环十氢化萘的转化，1总是优选将2°C–H键氧化为相应的酮和醇产物；在7个示例中，2°/ 3°的比率介于78/22和> 99/1之间。用18 O同位素标记实验，ESR实验，PPh 3方法和过氧化氢酶方法表征了氧化过程中的反应过程。1的成功表明，除了使用体积较大的催化剂外，使用体积较小的分子铁络合物作为催化剂也可以实现较高的2°C–H键选择性。
• Structures and photoactivation of the charge-transfer complexes of bis(arene)iron(II) dications with ferrocene and arene donors
  作者：R. E. Lehmann、Jay K. Kochi

  DOI：10.1021/ja00002a018

  日期：1991.1

  crystals with the isoelectronic bis(arene)iron(II) dication, in which X-ray crystallography establishes the alternate (heterosoric) stacking of sandwich structures comprising the donor-acceptor pairs. In acetonitrile, the 1:1 complex (Cpsub 2}Fe, Arsub 2}Fesup 2+}) shows a broad absorption band centered at lambda}sub max} approximately} 630 nm. Bis(arene)iron(II) acceptors also form highly colored

  二茂铁与等电子双（芳烃）铁 (II) 离子形成一系列不寻常的电荷转移晶体，其中 X 射线晶体学建立了包含供体 - 受体对的夹层结构的交替（异源）堆叠。在乙腈中，1:1 配合物 (Cpsub 2}Fe, Arsub 2}Fesup 2+}) 显示出以 lambda}sub max} 大约} 630 nm 为中心的宽吸收带。双（芳烃）铁（II）受体也与各种芳烃供体形成高度着色的晶体，其中电荷转移吸收（hvsub CT}）源自供体-受体对的相同异源堆叠 - 尽管结构不同芳烃（平面）和二茂铁（夹心）供体。随着受主强度的增加，这些吸收发生可预测的红移 (BZ)sub 2}Fesup 2+} >
• The kinetics of abstraction of CN− from hexacyano ferrate(II), by mercuric chloride in the presence of 2,2′ bipyridine
  作者：Saroja Raman

  DOI：10.1016/0022-1902(81)80397-1

  日期：1981.1

  The kinetics of abstraction of CN− from hexacyano ferrate (II) by HgCl2 in the presence of excess 2,2′ bipyridine is reported. The products formed are tetracyano bipyridine-Fe(II) and tris bipyridine-Fe(II) depending on whether Fe(CN)64− or HgCl2 is present in at least three to four fold excess. The rate law is and when Fe(CN)64− or HgCl2 is present in excess respectively. Activation parameters are

  CN的抽象的动力学-从六氰基高铁酸盐（II）通过的HgCl 2中报道了过量2,2'联吡啶的存在下进行。所形成的产物是四氰基联吡啶-Fe（II）和三联吡啶-Fe（II），这取决于Fe（CN）6 4-或HgCl 2是否以至少三至四倍过量存在。当Fe（CN）6 4-或HgCl 2过量存在时，速率定律是和。用于形成四氰基配合物的活化参数为ΔH ≠ = 25.6±0.4 kCal mol -1和ΔS ≠ -17.6±1.0 eu mol -1对于三联吡啶-Fe（II）络合物，ΔH ≠＝ 18.7±0.5kcal mol -1和ΔS ≠ -9.6±1.5 eu mol -1。e的性质的产品和动力学暗示形成的1：1和2：汞（II）和Fe（CN）之间1个中间体6 4-，事先CN的抽象- 。
• Kinetics of cetyl trimethyl ammonium bromide catalyzed substitution of tris(sulfonated triazine)iron(II) complexes by 1,10-phenanthroline, 2,2′-bipyridine and 2,2′,6,2″-terpyridine
  作者：Rajesh Bellam、Nageswara Rao Anipindi

  DOI：10.1007/s11243-014-9804-2

  日期：2014.4

  The kinetics of substitution of tris(3-(2-pyridyl)-5,6-bis(4-phenyl-sulfonic acid)-1,2,4-triazine)-iron(II), $$ \textFe}}(\textPDTS}})_3}^4 - } $$Fe(PDTS)34-, and tris(3-(4-(4-phenylsulfonic acid)-2-pyridyl)-5,6-bis(4-phenylsulfonic acid)-1,2,4-triazine)-iron(II), $$ \textFe}}(\textPPDTS}})_3}^7 - } $$Fe(PPDTS)37-, by two polypyridyls, namely 2,2′-bipyridine (bpy) and 2,2′,6′,2″-terpyridine

  三(3-(2-吡啶基)-5,6-双(4-苯基-磺酸)-1,2,4-三嗪)-铁(II)的取代动力学，$$ \textFe }}(\textPDTS}})_3}^4 - } $$Fe(PDTS)34-，和三(3-(4-(4-苯磺酸)-2-吡啶基)-5 ,6-双(4-苯磺酸)-1,2,4-三嗪)-铁(II), $$ \textFe}}(\textPPDTS}})_3}^7 - } $$Fe(PPDTS)37-，由两个多吡啶，即 2,2'-联吡啶 (bpy) 和 2,2',6',2"-三联吡啶 (terpy)，在 25-55° 下进行了研究C 在伪一阶条件下，即 [ppy] ≫ $$ [\textFe}}(\textPDTS}})_3}^4 - } ] $$[Fe(PDTS) )34-] 或 $$ [\textFe}}(\textPPDTS}})_3}^7
• Electronic Spectra of Tris(2,2′-bipyridine)-M(II) Complex Ions in Vacuo (M = Fe and Os)
  作者：Shuang Xu、James E. T. Smith、Samer Gozem、Anna I. Krylov、J. Mathias Weber

  DOI：10.1021/acs.inorgchem.7b00620

  日期：2017.6.19

  measured the electronic spectra of mass-selected [M(bpy)3]2+ (M = Fe and Os, bpy = 2,2′-bipyridine) ions in vacuo by photodissociation spectroscopy of their N2 adducts, [M(bpy)3]2+·N2. Extensive band systems in the visible (predominantly charge transfer) and near-ultraviolet (ππ*) spectral regions are reported. The [M(bpy)3]2+·N2 target ions were prepared by condensing N2 onto electrosprayed ions in a cryogenic

  我们测量的质量选择的电子光谱[M（联吡啶）3 ] 2+（M = Fe和O的，联吡啶= 2,2'-联吡啶）在真空中的离子通过其N的光解光谱2的加合物，[M（BPY ）3 ] 2 + ·N 2。报告了可见光（主要是电荷转移）和近紫外（ππ*）光谱区域中的宽谱带系统。通过冷凝N 2制备[M（bpy）3 ] 2 + ·N 2目标离子到大约30℃的低温离子阱中的电喷雾离子上。25 K，然后通过飞行时间质谱进行质量选择。冷的气相离子的电子光解离光谱紧密地反映了它们的内在特性，即不受溶剂效应的干扰。在考虑和不考虑相对论效应的情况下，均使用基于时间的密度泛函理论计算来解释光谱。