Re(η⁵-C₅H₄NH₂)(CO)₃ | 51508-35-1

• 英文名称: Re(η⁵-C₅H₄NH₂)(CO)₃
• CAS: 51508-35-1
• 化学式: C₈H₆NO₃Re
• 分子量: 350.348
• InChiKey: BBCIXQVQUNYVTB-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：

  Re(η⁵-C₅H₄NH₂)(CO)₃ 、 对乙酰胺基苯磺酰氯 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 24.25h， 以80%的产率得到4-aminocyrhetrenyl-N-acetylbenzenesulfonamide
  参考文献：
  名称：

  New cyrhetrenyl and ferrocenyl sulfonamides: Synthesis, characterization, X-ray crystallography, theoretical study and anti- Mycobacterium tuberculosis activity

  摘要：

  A new series of cyrhetrenyl and ferrocenyl sulfonamides were designed, synthesized and characterized. The reactions of organometallic amines (P2 and P3) with the corresponding arylsulfonyl chlorides produced cyrhetrenyl (2a-c) and ferrocenyl (3a-c) sulfonamide derivatives. All the compounds were characterized by conventional spectroscopic techniques (Fr-IR, H-1 and C-13 NMR and mass spectrometry). The proposed molecular structures of 2a and 3a were confirmed by single-crystal X-ray crystallography. Theoretical calculations at the DFT level were also carried out as an approximation to rationalize the influences of the electronic natures of the organometallic fragments into the sulfonamide skeleton. All the complexes were screened in vitro against Mycobacterium tuberculosis and exhibited only modest activities in the micromolar range. (C) 2017 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2017.06.015
• 作为产物：
  描述：

  对甲苯磺酰叠氮 、 环戊二烯三羰基铼 、 sodium tetrahydroborate 在 n-BuLi 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 以40%的产率得到Re(η⁵-C₅H₄NH₂)(CO)₃
  参考文献：
  名称：

  [Re(η5-C5H5)(CO)3]+17-电子化合物族：单体/二聚体平衡和其他反应

  摘要：

  ReCp(CO)3 (1, Cp = eta(5)-C5H5)、Re(eta(5)-C5H4NH2)(CO)3 (2) 和 ReCp*(CO)3 (3, Cp* = eta(5)-C5Me5)，在含有 [NBu4][TFAB] (TFAB = [B(C6F5)4]-) 作为支持电解质的 CH2Cl2 中进行了研究。观察到单电子氧化，E(1/2) = 1.16、0.79 和 0.91 V vs 1-3 的二茂铁。在每种情况下，自由基阳离子的快速二聚化产生二聚体二聚体，[Re2Cp(gamma)2(CO)6]2+（其中 Cp(gamma) 代表通用环戊二烯基配体），其本身可能被阴极还原回原始的 18 电子中性复合物 ReCp(gamma)(CO)3。DFT 计算表明，1+ 的 SOMO 高度基于 Re 并杂化以远离金属，从而促进 Re(II) 中心的二聚化过程和其他反应。二聚体，在所有三种情况

  DOI：

  10.1021/ja710513n

文献信息

• Synthesis, characterization and anti-Trypanosoma cruzi evaluation of ferrocenyl and cyrhetrenyl imines derived from 5-nitrofurane
  作者：Rodrigo Arancibia、A. Hugo Klahn、Gonzalo E. Buono-Core、Enrique Gutierrez-Puebla、Angeles Monge、Manuela E. Medina、Claudio Olea-Azar、Juan D. Maya、Fernando Godoy

  DOI：10.1016/j.jorganchem.2011.06.038

  日期：2011.7

  shift of the iminic carbon. The trypanocidal activity (Tulahuen strain of Trypanosoma cruzi) of these compounds has been studied with respect to the substituent on the nitrogen atom of the 5-nitrofurfurylideneamino pharmacophore. Even though all the resulting derivatives were less active than Nifurtimox, the cyrhetrenyl complex (1b), compared with ferrocenyl (1a) or purely organic (4a and 4b) analogues

  设计，合成和表征了一系列新的5-硝基呋喃衍生的环苯乙烯基和二茂铁基亚胺配合物。的1 H和13 C NMR谱表明，这些化合物采用抗（ê）构象在溶液中，并确认为1b中通过X射线晶体晶体学。环己烯基（1b）和二茂铁基（1a）直接与氮结合的电子效应已经与亚胺基碳的化学位移相关。锥虫活性（Trypanosoma cruzi的Tulahuen株关于5-硝基糠基亚烷基氨基药效基团的氮原子上的取代物，已经研究了这些化合物）。尽管所有生成的衍生物的活性都低于尼古丁酮，但与二茂铁基（1a）或纯有机物（4a和4b）类似物相比，环戊二烯基络合物（1b）的活性更高，可作为抗chachagasic剂。该结果可能归因于分子的亲脂性增强或环苯乙烯基和5-硝基呋喃基团之间可能的协同作用。
• Guanidine-Functionalized Rhenium Cyclopentadienyl Carbonyl Complexes: Synthesis and Cooperative Activation of H–H and O–H Bonds
  作者：Thomas S. Teets、Jay A. Labinger、John E. Bercaw

  DOI：10.1021/om500650b

  日期：2014.8.11

  developed group 7 carbonyl complexes where secondary coordination sphere, Lewis acidic functionalities can assist in the activation of substrate molecules, mainly in the context of syngas conversion. This work describes a new class of cyclopentadienyl (Cp) rhenium carbonyl compounds of the type [Re(η5-C5H4DMEG)(CO)3–n(NO)n]n (DMEG = dimethylethyleneguanidine, n = 0, 1), where a tethered guanidine base is

  以一氧化碳为底物的催化反应很多，它们通常涉及金属结合的CO的选择性官能化。我们开发了7族羰基配合物，其中次级配位球，路易斯酸性官能团可协助底物分子的活化，主要是合成气转化的背景。这项工作描述了一类新的环戊二烯基（CP）的铼的羰基化合物的类型[回复（η的5 -C 5 H ^ 4 DMEG）（CO）3 -n（NO）Ñ ] Ñ（DMEG = dimethylethyleneguanidine，Ñ= 0，1），其中将拴系胍基附加到CP环上，以参与与亲电羰基的协同底物活化。给出了这些配合物的可靠合成路线，并对羰基和混合羰基-亚硝酰基配合物的游离碱和质子化形式进行了晶体学表征。后者用作研究导致亲核CO功能化的杂合H和H键断裂反应的平台。相应的甲酰基络合物是通过氢化物转移并通过测量其水合度（ΔG ° H–）和质子化碱的p K a来制备的，H 2的自由能发现裂解为+3.3（6）kcal / mol。发现甲
• Isomeric and hybrid ferrocenyl/cyrhetrenyl aldimines: a new family of multifunctional compounds
  作者：Juan Oyarzo、Alejandra Acuña、Hugo Klahn、Rodrigo Arancibia、Carlos P. Silva、Ramón Bosque、Concepción López、Mercè Font-Bardía、Carme Calvis、Ramón Messeguer

  DOI：10.1039/c7dt04142j

  日期：——

  spectroscopic and photo-physical properties have allowed us to clarify the effect produced by the location of the organometallic arrays (ferrocenyl or cyrhetrenyl) on electronic delocalization, the proclivity of the metals to undergo oxidation and their emissive properties. Theoretical studies based on Density Functional Theory (DFT) calculations on the two compounds have also been carried out in order to rationalize

  两种新的同分异构体和混合二茂铁/ cyrhetrenyl醛亚胺[（η的合成和表征5 -C 5 H ^ 5）的Fe （η 5 -C 5 H ^ 4）-CH N-（η 5 -C 5 H ^ 4）}再（CO）3 ]（1）与[（η 5 -C 5 H ^ 5）的Fe （η 5 -C 5 H ^ 4）-N CH-（η 5 -C 5 H ^ 4）}的Re（CO）3 ] （2）的报告。它们的X射线晶体结构表明它们都采用E形式。然而，分子1和2中的“的Fe（η的相对排列不同的5 -C 5 H ^ 5）”和“重（CO）3 ”单位（抗在1和顺式在2）。这会影响分子间相互作用的类型，分子的组装，进而影响其晶体结构。对它们的电化学，光谱和光物理性质的比较研究使我们能够阐明有机金属阵列（二茂铁基或环戊二烯基）的位置对电子离域，金属易被氧化的倾向及其发射性质所产生的影响。为了使实验结果合理化并指定在其电子光谱中检测
• Organometallic Schiff bases derived from 5-nitrothiophene and 5-nitrofurane: Synthesis, crystallographic, electrochemical, ESR and antiTrypanosoma cruzi studies
  作者：Rodrigo Arancibia、A. Hugo Klahn、Gonzalo E. Buono-Core、Daniel Contreras、German Barriga、Claudio Olea-Azar、Michel Lapier、Juan D. Maya、Andrés Ibañez、Maria Teresa Garland

  DOI：10.1016/j.jorganchem.2013.06.014

  日期：2013.10

  In the search for new therapeutic tools for the treatment of American trypanosomiasis, a series of novel ferrocene and cyrhetrene imine compounds, derived from 5-nitro-heterocycles, were designed, synthesized and characterized. The H-1 and C-13 NMR spectra indicated that these compounds adopted an anti-(E) conformation in solution, and this was confirmed by X-ray crystallography for one of the complexes (NT2). To study the relationship between the physical-chemical properties of N-iminyl substituents of nitrofurfuryl and nitrothienyl groups and their antitrypanosomal activity, we have carried out cyclic voltammetry and electron spin resonance studies of a series of organometallic imine compounds. The results demonstrated that the electronic properties of the side chain of the 5-nitroheterocyclic compound could be correlated to its trypanocidal effect. (C) 2013 Elsevier B.V. All rights reserved.