[fac-Re(bpy)(CO)₃(MeCN)]BF₄ | 949489-90-1

• 英文名称: [fac-Re(bpy)(CO)₃(MeCN)]BF₄
• 英文别名: [fac-Re(2,2'-bipyridine)(CO)₃(MeCN)]BF₄；fac-[(2,2'-bipyridine)tricarbonylrhenium(I)(acetonitrile)] tetrafluoroborate；fac-(2.2'-bipyridine)(tricarbonyl)(formiato)rhenium(I)；fac-[Re(CO)3(bipyridine)(acetonitrile)]BF4；fac-[renium(I)(tricarbonyl)(2,2'-bipyrdine)(acetonitrile)](tetrafluoroborate)；fac-[Re(CO)3(2,2'-bipyridine)(acetonitrile)]BF4；fac-[Re(2,2'-bipyridine)(CO)3(NCCH3)][BF4]；fac-[Re(2,2'-bipyridine)(CO)3CH3CN](BF4)；fac-[Re(CO)3(bipy)(MeCN)]BF4；[Re(CO)3(bipy)(CH3CN)]BF4
• CAS: 949489-90-1
• 化学式: BF₄*C₁₅H₁₁N₃O₃Re
• 分子量: 554.282
• InChiKey: IZPKTOSMIHVUDK-UHFFFAOYSA-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：

  3-吡啶甲醇 、 [fac-Re(bpy)(CO)₃(MeCN)]BF₄ 以 四氢呋喃 为溶剂， 以62%的产率得到fac-[(2,2'-bipyridine)tricarbonylrhenium(I)(3-hydroxymethylpyridine)] tetrafluoroborate
  参考文献：
  名称：

  Uptake and localisation of rhenium fac-tricarbonyl polypyridyls in fluorescent cell imaging experiments

  摘要：

  报告了一系列铼面三羰基双亚胺配合物的合成及其在酵母和人类腺癌细胞荧光成像中作为发光体的应用。合成的复合物种类繁多，电荷和亲油性各不相同，它们都具有光物理特性，适合用作细胞成像剂。在尝试将这些复合物用作各种酵母菌株的成像剂后，发现它们的吸收率有限，于是对它们用作哺乳动物细胞成像剂的情况进行了调查。总的来说，吸收率很高，短期毒性和光漂白似乎很低。吸收和定位模式与复合物的结构和电子特征相关联，试图为真核生物成像中铼复合物的设计和应用建立基本规则。

  DOI：

  10.1039/c004610h
• 作为产物：
  描述：

  2,2'-联吡啶 以 甲苯 为溶剂， 反应 32.0h， 生成 [fac-Re(bpy)(CO)₃(MeCN)]BF₄
  参考文献：
  名称：

  Experimental and theoretical characterisation of phosphorescence from rhenium polypyridyl tricarbonyl complexes

  摘要：

  Synthetic, spectroscopic and theoretical methods are used to probe the photophysics of five rhenium polypyridyl tricarbonyl complexes, which exhibit strong phosphorescence behaviour. Particular focus is placed on the effect of polypyridyl ligand structure on absorption and emission properties, for instance by extending conjugation or by addition of electron donating groups. Experimental methods are performed in a consistent and controlled manner, thereby giving data that is ideally suited for comparison with theory. Modifications in ligand structure give rise to large changes in absorption energies, but rather smaller differences in emission. Density functional theory (DFT) and its time-dependent formulation (TD-DFT) perform rather better in predicting emission than absorption. The effect of environment on photo-physical properties was probed theoretically by protonating nitrogen(s) of dipyrido[3,2-a:2',3'-c]phenazine (dppz). This has a large effect on calculated spectra and leads to more complex patterns of absorption and emission that require spin-orbit coupling to be included in DEL calculations for full explanation. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2013.09.033

文献信息

• Photophysics and ultrafast processes in rhenium(<scp>i</scp>) diimine dicarbonyls
  作者：Hala Atallah、Chelsea M. Taliaferro、Kaylee A. Wells、Felix N. Castellano

  DOI：10.1039/d0dt01765e

  日期：——

  In this work, a series of nine Re(I) diimine dicarbonyl complexes of the general molecular formula cis-[Re(N^N)2(CO)2]+ (N^N are various 2,2′-bipyridine (bpy) or 1,10-phenanthroline (phen) derivatives) were prepared and spectroscopically investigated to systematically evaluate the photophysical consequences of various substituents resident on the diimine ligands. These panchromatic absorbing chromophores

  在这项工作中，一系列九种通式为顺式-[Re（N ^ N）2（CO）2 ] +的Re（I）二亚胺二羰基配合物（N ^ N是各种2,2'-联吡啶（bpy）或1,10-菲咯啉（phen）衍生物）并进行光谱研究以系统地评估驻留在二亚胺配体上的各种取代基的光物理结果。这些全色吸收发色团经过结构表征，评估了它们的电化学和光谱电化学性质，并使用了静态和动态电子吸收，光致发光（PL）和红外光谱从超快到超纳秒的时间范围进行了研究。电子结构计算进一步支持了超快时间分辨红外（TRIR）分析，该计算表征了两个C内的变化金属-配体电荷转移（MLCT）激发态形成时的O振动模式。这一系列二羰基分子的MLCT激发态衰变似乎与能隙定律行为完全一致，其中非辐射衰变速率常数随激发态-基态能量分离的降低呈对数增加，除非预期的取代基是苯基或叔叔丁基。
• Rhenium fac tricarbonyl bisimine complexes: biologically useful fluorochromes for cell imaging applications
  作者：Angelo J. Amoroso、Michael P. Coogan、Jennifer E. Dunne、Vanesa Fernández-Moreira、Jacob B. Hess、Anthony J. Hayes、David Lloyd、Coralie Millet、Simon J. A. Pope、Craig Williams

  DOI：10.1039/b706657k

  日期：——

  A series of lipophilic and hydrophilic fac tricarbonyl rhenium bisimine complexes have been prepared, their membrane-permeabilities explored in liposomes and their potential for application in fluorescence microscopy cell imaging demonstrated in the first application of MLCT-fluorescent rhenium complexes in cell imaging.

  一系列亲脂性和亲水性的三羰基铼双亚胺络合物已经被制备，研究了它们在脂质体中的膜透过性，并在细胞成像的首次应用中展示了MLCT荧光铼络合物在荧光显微镜细胞成像中的潜力。
• 3-Chloromethylpyridyl bipyridine fac-tricarbonyl rhenium: a thiol-reactive luminophore for fluorescence microscopy accumulates in mitochondria
  作者：Angelo J. Amoroso、Richard J. Arthur、Michael P. Coogan、Jonathan B. Court、Vanesa Fernández-Moreira、Anthony J. Hayes、David Lloyd、Coralie Millet、Simon J. A. Pope

  DOI：10.1039/b802215a

  日期：——

  The 3-chloromethylpyridyl bipyridine fac tricarbonyl rhenium cation is a thiol-reactive luminescent agent with a long luminescence lifetime and large Stokes shift that is demonstrated by co-localisation studies to accumulate in mitochondria. This represents the first application of a 3MLCT luminescent agent for the specific targeting of a biological entity in imaging.

  3-氯甲基吡啶基双吡啶面心三羰基铼阳离子是一种与硫醇反应的发光剂，具有较长的发光寿命和大的斯托克斯位移，通过共定位研究证明其能够在 mitochondria（线粒体）中累积。这代表了3MLCT发光剂在成像中专门针对生物实体的首次应用。
• Iminoether Complexes of the Type, <i>fac</i> ‐[Re(CO) ₃ L{HNC(CH ₃ )OCH ₃ }]BF ₄ (L = Bipyridine or a Substituted Bipyridine): Synthesis and Properties
  作者：Theshini Perera、Pramuditha Abhayawardhana、Frank R. Fronczek、Patricia A. Marzilli、Luigi G. Marzilli

  DOI：10.1002/ejic.201100768

  日期：2012.2

  (an iminoether) complexes, fac-[Re(CO)3LHNC(CH3)OCH3}]BF4 [where L = 2,2′-bipyridine (bipy), 4,4′-Me2bipy, 5,5′-Me2bipy, or 6,6′-Me2bipy], were formed when fac-[Re(CO)3(CH3CN)3]BF4 in acetonitrile/methanol was treated with 2,2′-bipyridine (bipy) or the dimethyl-2,2′-bipyridines (4,4′-Me2bipy, 5,5′-Me2bipy, or 6,6′-Me2bipy). Structural analysis of the four fac-[Re(CO)3LHNC(CH3)OCH3}]BF4 complexes revealed

  乙酰亚胺酸甲酯（一种亚氨基醚）配合物 fac-[Re(CO)3LHNC(CH3)O }]BF4 [其中 L = 2,2'-联吡啶 (bipy), 4,4'-Me2bipy, 5,5 '-Me2bipy，或 6,6'-Me2bipy]，是在乙腈/甲醇中的 fac-[Re(CO)3( CN)3]BF4 用 2,2'-联吡啶 (bipy) 或二甲基- 2,2'-联吡啶（4,4'-Me2bipy、5,5'-Me2bipy 或 6,6'-Me2bipy）。四种 fac-[Re(CO)3LHNC( )O }]BF4 复合物的结构分析表明，所有复合物都与 Z 构型中的亚胺醚配体结晶，并且 L 中涉及两个吡啶环的畸变是除了 6,6'-Me2bipy 高度扭曲外，其他都是次要的。6,6'-Me2bipy 配体的这种畸变反映在 NMR 光谱数据中。复合物形成后，6,6'-Me2bipy 的
• Enhanced Cytotoxicity through Conjugation of a “Clickable” Luminescent Re(I) Complex to a Cell-Penetrating Lipopeptide
  作者：Anna Leonidova、Vanessa Pierroz、Luke A. Adams、Nicholas Barlow、Stefano Ferrari、Bim Graham、Gilles Gasser

  DOI：10.1021/ml500158w

  日期：2014.7.10

  ylpyridine)(CO)3](BF4) ([Re(CO) 3 (bipy)(py-alkyne)](BF 4 )), exhibiting the characteristic luminescent properties and moderate cytotoxicity of this general class of compound. Using Cu(I)-catalyzed "click" chemistry, the complex was efficiently attached to a lipidated peptide known to increase cell permeability, namely, the myristoylated HIV-1 Tat peptide (myr-Tat), to give Re-myr-Tat. Fluorescence

  基于Re（I）三羰基聚吡啶的配合物在无机化学生物学领域特别吸引人，因为它们具有发光特性，易于与目标生物分子结合以及制备其“热”（99m）Tc类似物进行放射成像的可能性。在这项研究中，我们制备并表征了一种新型的“可点击的”络合物，[Re（2,2'-联吡啶）（3-乙炔基吡啶）（CO）3]（BF4）（[Re（CO）3（bipy）（ py-炔烃]]（BF 4）），表现出这种一般类别化合物的特征发光特性和中等细胞毒性。使用Cu（I）催化的“喀哒”化学，将络合物有效地连接到已知可增加细胞通透性的脂化肽上，即肉豆蔻酰化的HIV-1 Tat肽（myr-Tat），得到Re-myr-Tat。