bis(2,9-dimethyl-1,10-phenathroline) copper(I) | 21710-12-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 菲咯啉
• 英文名称: bis(2,9-dimethyl-1,10-phenathroline) copper(I)
• 英文别名: Cu(dmp)2(1+)；[copper(I) bis-(2,9-dimethylphenanthroline)]⁺；Cu(dmp)₂；copper(2,2’-dimethyl phenanthroline)₂；(Cu(2,9-dimethyl-1,10-phenanthroline)₂⁺)；bis(2,9-dimethyl-1,10-phenanthroline)copper(II)(1+)；bis(2,9-dimethyl-1,10-phenanthroline)copper(I)(1+)；bis(2,9-dimethyl-1,10-phenanthroline) copper(I)；[Cu(neocuproine)₂]⁺；(Cu(Nc)₂⁺)；copper(I) 2,9-dimethyl-1,10-phenantroline；[Cu(2,9-Me2-phen)2](1+)；[Cu(I)(dmp)2](1+)；Bis(2,9-dimethyl-1,10-phenanthroline)copper(1+)；copper(1+);2,9-dimethyl-1,10-phenanthroline
• CAS: 21710-12-3
• 化学式: C₂₈H₂₄CuN₄
• 分子量: 480.071
• InChiKey: ZNPNBVMODOYEAB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  33
• 可旋转键数：
  0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  51.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  bis(2,9-dimethyl-1,10-phenathroline) copper(I) 在 potassium cyanide 作用下， 以 水 、 乙腈 为溶剂， 生成 [copper(I)(cyanide)4](3-)
  参考文献：
  名称：

  Interlocked macrocyclic ligands: a kinetic catenand effect in copper(I) complexes

  摘要：

  DOI：

  10.1021/ja00297a028
• 作为产物：
  描述：

  Cu(2,9-dimethyl-1,10-phenanthroline)2(H2O)(2+) 在 NO 、 CH₃OH 作用下， 以 甲醇 为溶剂， 生成 bis(2,9-dimethyl-1,10-phenathroline) copper(I)
  参考文献：
  名称：

  Tran, Dat; Skelton, Brian W.; White, Allan H., Inorganic Chemistry, 1998, vol. 37, # 10, p. 2505 - 2511

  摘要：

  DOI：

文献信息

• Hydrazine Hydrate Accelerates Neocuproine–Copper Complex Generation and Utilization in Alkyne Reduction, a Significant Supplement Method for Catalytic Hydrogenation
  作者：Yongsheng Zhang、Jincheng Wang、Zhenjiao Yang、Zeng Zhang、Xiaoyan He、Guoliang Chen、Gang Huang、Xiuhong Lu

  DOI：10.1021/acs.joc.1c01803

  日期：2021.12.17

  Diimine (HN═NH) is a strong reducing agent, but the efficiency of diimine oxidized from hydrazine hydrate or its derivatives is still not good enough. Herein, we report an in situ neocuproine–copper complex formation method. The redox potential of this complex enable it can serve as an ideal redox catalyst in the synthesis of diimine by oxidation of hydrazine hydrate, and we successfully applied this

  二亚胺（HN=NH）是一种强还原剂，但水合肼或其衍生物氧化二亚胺的效率仍然不够好。在此，我们报告了一种原位新铜素-铜络合物形成方法。该配合物的氧化还原电位使其可以作为一种理想的氧化还原催化剂用于水合肼氧化合成二亚胺，我们成功地将该技术应用于炔烃的还原。这种还原方法显示出广泛的官能团耐受性和底物适应性以及安全性和高效性的优点。特别是含硝基、苄基、boc和硫的炔烃可以直接还原为相应的烷烃，为传统的催化加氢提供了一种有用的补充方法。除了，
• Blue Copper Model Complexes with Distorted Tetragonal Geometry Acting as Effective Electron-Transfer Mediators in Dye-Sensitized Solar Cells
  作者：Shigeki Hattori、Yuji Wada、Shozo Yanagida、Shunichi Fukuzumi

  DOI：10.1021/ja0506814

  日期：2005.7.1

  [Cu(SP)(mmt)](0/)(-) < [Cu(dmp)(2)](2+/+), in agreement with the order of the smaller structural change between the copper(II) and copper(I) complexes due to the distorted tetragonal geometry. The dye-sensitized solar cells (DSSC) were constructed using the copper complexes as redox couples to compare the photoelectrochemical responses with those using the conventional I(3)(-)/I(-) couple. The light energy

  蓝铜模型配合物[(-)-sparteine-N,N'](maleonitriledhiolato-S,S')copper ([Cu(SP)(mmt)])(0/)( -)、双(2,9-二甲基-1,10-菲咯啉)铜([Cu(dmp)(2)](2+/+))和双(1,10-菲咯啉)铜([Cu( phen)(2)](2+/+)) 已根据电子转移的 Marcus 理论，由从二茂铁衍生物的同源系列到铜 (II) 配合物的电子转移速率常数确定。所得电子自交换速率常数按以下顺序增加：[Cu(phen)(2)](2+/+) < [Cu(SP)(mmt)](0/)(-) < [Cu(dmp) )(2)](2+/+)，与铜（II）和铜（I）配合物由于扭曲的四方几何形状而产生的较小结构变化的顺序一致。染料敏化太阳能电池 (DSSC) 是使用铜配合物作为氧化还原对构建的，以将光电化学反应与使用常规 I(3)(-)/I(-)
• An Interpretation of Gated Behavior:  Kinetic Studies of the Oxidation and Reduction Reactions of Bis(2,9-dimethyl-1,10-phenanthroline)copper(I/II) in Acetonitrile
  作者：Nobuyoshi Koshino、Yoshio Kuchiyama、Hiroshi Ozaki、Shigenobu Funahashi、Hideo D. Takagi

  DOI：10.1021/ic9810687

  日期：1999.7.1

  interpreting the gated behavior involving copper(II) and -(I) species. It was shown that the electron self-exchange rate constants estimated for the Cu(dmp)(2)(2+/+) couple from the oxidation reaction of Cu(dmp)(2)(+) by Ni(tacn)(2)(3+) (5.9 x 10(2) kg mol(-)(1) s(-)(1)) and Mn(bpyO(2))(3)(3+) (2.9 x 10(4) kg mol(-)(1) s(-)(1)) were consistent with the directly measured value by NMR (5 x 10(3) kg mol(-)(1) s(-)(1))

  二茂铁（Fe（Cp）（2）=双（环戊二烯基）铁（II））还原Cu（dmp）（2）（2+）（dmp = 2,9-二甲基-1,10-菲咯啉），十甲基二茂铁（Fe（PMCp）（2）=双（五甲基环戊二烯基）铁（II））和Co（bpy）（3）（2+）（bpy = 2,2'-联吡啶）和Cu（dmp）的氧化反应Ni（tacn）（2）（3+）（tacn = 1,4,7-三氮杂环壬烷）和Mn（bpyO（2））（3）（3+）（bpyO（2）=为了解释涉及铜（II）和-（I）物种的门控行为，在乙腈中研究了N，N'-dioxo-2,2'-联吡啶）。结果表明，Cu（dmp）（2）（2 + / +）对通过Ni（tacn）（2）的氧化反应估计出的电子自交换速率常数。 ）（3+）（5.9 x 10（2）kg mol（-）（1）s（-）（1））和Mn（bpyO（2））（3）（3+）（2。9 x 10（4）kg mol（-）
• FerriNaphth: A fluorescent chemodosimeter for redox active metal ions
  作者：Randy K. Jackson、Yu Shi、Xudong Yao、Shawn C. Burdette

  DOI：10.1039/c000248h

  日期：——

  FerriNaphth, a fluorescent chemodosimeter for FeIII, has been prepared and characterized. The probe consists of a catechol ligand linked to a naphthalimide fluorophore by an aniline nitrogen linker. Upon exposure to FeIII, the aminocatechol of FerriNaphth is oxidized to the corresponding quinone, which in its imine-one tautomer, is hydrolyzed to liberate a fluorescent aminonaphthalimide derivative. The fluorescence behavior is consistent with oxidation being promoted by metal coordination.

  FerriNaphth，一种用于FeIII的荧光化学传感器，已经制备并进行了表征。该探针由一个儿茶酚配体通过一个苯胺氮连接子与萘酞菁荧光团相连。在暴露于FeIII时，FerriNaphth的氨基儿茶酚被氧化为相应的醌，其亚胺一型互变异构体在水中水解，释放出一个荧光氨基萘酞菁衍生物。荧光行为与金属配位促进的氧化作用一致。
• Syntheses, structural analyses and redox kinetics of four-coordinate [CuL₂]²⁺and five-coordinate [CuL₂(solvent)]²⁺complexes (L = 6,6′-dimethyl-2,2′-bipyridine or 2,9-dimethyl-1,10-phenanthroline): completely gated reduction reaction of [Cu(dmp)₂]²⁺in nitromethane
  作者：Sumitaka Itoh、Nobuyuki Kishikawa、Takayoshi Suzuki、Hideo D. Takagi

  DOI：10.1039/b415057k

  日期：——

  structures for Cu(ii) are symmetry-allowed. The completely gated behavior observed for the reduction reactions of D(2)-Cu(ii) species in nitromethane was attributed to the very slow conformational change from the ground-state D(2) to the entatic D(2d) structure that is symmetry-forbidden for d(9) metal complexes: the very slow back reaction, the forbidden conformational change from entatic D(2d) to the ground-state

  [Cu（2,9-二甲基-1,10-菲咯啉）（2）]（2+）和[Cu（6,6'-二甲基-2,2'-联吡啶）（2）]（2 + / + ）合成了没有配位溶剂分子的配合物并分析了晶体结构：Cu（i）中心周围的配位几何呈D（2d）对称性，而四配位的Cu（i）则具有D（2）结构。 ii）配合物。在Tbp（三角双锥体）结构的五坐标Cu（ii）络合物的三角平面中发现了水或乙腈分子的配位。分光光度分析表明，虽然在固态溶液（红棕色）溶解在乙腈中后，很容易形成五配位的Tbp物质（绿色），但Cu（ii）络合物的D（2）结构保留在硝基甲烷中。D（2d）-Cu（I）和D（2）-Cu（II）之间的电子自交换反应，通过NMR方法观察到的结果非常快，在25摄氏度下k（ex）=（1.1 +/- 0.2）x 10（5）kg mol（-1）s（-1）（DeltaH * = 15.6 +/- 1.3 kJ mol（-1）和DeltaS