1-copper(I) (4-nitrophenyl)ethyne | 48129-93-7

• 分子结构分类: 有机化合物
• 英文名称: 1-copper(I) (4-nitrophenyl)ethyne
• 英文别名: Copper (p-nitrophenyl)acetylide；copper(I) nitrophenylacetylide；Cuprous(nitrophenyl)acetylene；p-nitrophenylacetylenide；p-Nitrophenylacetylen-kupfer；p-Nitrophenylethinylkupfer
• CAS: 48129-93-7
• 化学式: C₈H₄CuNO₂
• 分子量: 209.671
• InChiKey: OQCBBQMTSBNBCL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.45
• 重原子数：
  12.0
• 可旋转键数：
  1.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  43.14
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  1-copper(I) (4-nitrophenyl)ethyne 在 lithium chloride 、 三氯化磷 作用下， 以 四氢呋喃 为溶剂， 生成 Tris-(p-nitrophenylethinyl)-phosphin
  参考文献：
  名称：

  Stepanov,B.I. et al., Journal of general chemistry of the USSR, 1973, vol. 43, p. 2627 - 2632

  摘要：

  DOI：
• 作为产物：
  描述：

  copper(ll) sulfate pentahydrate 、 1-乙炔基-4-硝基苯 在 ammonium hydroxide 、 盐酸羟胺 作用下， 以 水 、 乙醇 为溶剂， 反应 0.17h， 生成 1-copper(I) (4-nitrophenyl)ethyne
  参考文献：
  名称：

  Tandem Synthesis of 3-Halo-5-Substituted Isoxazoles from 1-Copper(I) Alkynes and Dihaloformaldoximes

  摘要：

  A tandem synthesis of 3-halo-5-substituted isoxazoles has been developed from 1-copper(I) alkynes and dihaloformaldoximes under base-free conditions. Thus, 1,3-dipolar cycloaddition and all its drawbacks can now be avoided completely.

  DOI：

  10.1021/ol503008t

文献信息

• Substitution of acetylenic groups for halogen in the quinonoid ring
  作者：V. S. Romanov、I. D. Ivanchikova、A. A. Moroz、M. S. Shvartsberg

  DOI：10.1007/s11172-006-0023-7

  日期：2005.7

  The bromine or iodine atom in the quinonoid ring devoid of +M substituent in the position neighboring to the halogen is replaced by acetylenic groups on treatment with CuI acetylides, prepared either beforehand or in situ, in a mixture of DMSO and CHCl3 in the presence of a Pd complex catalyst. A series of mono- and diacetylenic derivatives of 1,4-naphtho- and 1,4-benzoquinone were prepared.

  在含有邻卤位置无+M取代基的醌环中，溴或碘原子在铜炔化物（事先制备或原位制备）、DMSO和CHCl3混合物中，在Pd配合物催化剂的存在下，被乙炔基团取代。制备了一系列的单乙炔和双乙炔衍生物，包括1,4-萘醌和1,4-苯醌。
• [(C⁁N⁁N)Pt(CC)nR] (HC⁁N⁁N = 6-aryl-2,2′-bipyridine, n = 1–4, R = aryl, SiMe3) as a new class of light-emitting materials and their applications in electrophosphorescent devicesElectronic supplementary information (ESI) available: General experimental procedure, analytical and spectral characterizations, OLED fabrication and performance. See http://www.rsc.org/suppdata/cc/b1/b108793b/
  作者：Wei Lu、Bao-Xiu Mi、Michael C. W. Chan、Zheng Hui、Nianyong Zhu、Shuit-Tong Lee、Chi-Ming Che

  DOI：10.1039/b108793b

  日期：2002.1.30

  Tridentate cyclometalated platinum(II) complexes bearing sigma-alkynyl ligands exhibit tunable photoluminescence and enhanced stability during vacuum deposition; OLEDs based on these materials display orange to red electrophosphorescence with low turn-on voltages (approximately 4 V), maximum luminance approaching 10,000 cd m-2 and efficiency up to 4.2 cd A-1.

  带有sigma-炔基配体的三齿环金属化铂（II）配合物在真空沉积过程中显示出可调光致发光和增强的稳定性；基于这些材料的OLED显示橙色至红色的电致磷光，具有低的开启电压（约4 V），最大亮度接近10,000 cd m-2，效率高达4.2 cd A-1。
• One-pot three-component synthesis of 1,4,5-trisubstituted 5-iodo-1,2,3-triazoles from 1-copper(<scp>i</scp>) alkyne, azide and molecular iodine
  作者：Jianlan Zhang、Wenwen Chen、Bo Wang、Zhouxing Zhao、Xinyan Wang、Yuefei Hu

  DOI：10.1039/c4ra15980b

  日期：——

  efficient method for the synthesis of 1,4,5-trisubstituted 5-iodo-1,2,3-triazoles, but pre-made 1-iodoalkyne is required. We find that the combination of 1-copper(I) alkyne and molecular iodine can serve as a synthetic equivalent of 1-iodoalkyne. Thus, the desired 5-iodo-1,2,3-triazole can be synthesized by simply mixing this combination and an azide together without the tedious synthesis of the corresponding

  铜（I）催化的1-碘代炔烃和叠氮化物的环加成反应是合成1,4,5-三取代的5-碘-1,2,3-三唑的最有效方法，但预制的1-需要碘代炔。我们发现1-铜（I）炔烃和分子碘的组合可以用作1-碘炔烃的合成等同物。因此，可以通过简单地将该混合物和叠氮化物混合在一起来合成所需的5-碘-1,2,3-三唑，而无需乏味地合成相应的1-碘炔。
• Unusual structural distortions induced by charge-transfer interactions through conjugated molecules: crystal structures of NH2(C6H4)(C.tplbond.C)n(C6H4)NO2 (n = 0-3)
  作者：Eva M. Graham、Vincent M. Miskowski、Joseph W. Perry、Daniel R. Coulter、A. E. Stiegman、William P. Schaefer、Richard E. Marsh

  DOI：10.1021/ja00206a001

  日期：1989.11

  A detailed structural analysis of the series of donor-acceptor molecules O2NC6H4(C~C),C6H4NH2 (n = 0-3) has been performed in order to investigate ground-state donor-acceptor interactions through a conjugated framework. The results of the investigation reveal an unusual bonding pattern that is not adequately explained by a simple quinonoid resonance structure resulting from bond migration through the

  对一系列供体-受体分子 O2NC6H4(C~C)、C6H4NH2 (n = 0-3) 进行了详细的结构分析，以通过共轭框架研究基态供体-受体相互作用。研究结果揭示了一种不寻常的键合模式，该模式无法通过键迁移通过共轭骨架产生的简单醌型共振结构充分解释。相反，电荷转移特性仅通过硝基苯基和氨基苯基官能团本身的醌类扭曲表现出来。提供了表明电荷转移的分子内起源的证据。必须参与电荷迁移的乙炔桥本身在结构上没有改变。这些观察得出的结论是，基态中的电荷转移特性不是高度离域的，而是导致电荷集中在受体轨道中。从 n = 1-3 的化合物中观察到弱粉末二次谐波的产生。这是相对于单晶 X 射线结构进行讨论的。
• Polar Effects in the Transition State of the Bergman Cyclization
  作者：Michael Schmittel、Susanne Kiau

  DOI：10.1246/cl.1995.953

  日期：1995.10

  From the kinetic data of enediynes 1a-c it is concluded that electron withdrawing substituents are lowering the free activation energy in the Bergman cycloaromatization by decreasing the repulsion of the in-plane π-orbitals.

  从烯二炔 1a-c 的动力学数据得出结论，吸电子取代基通过降低面内 π 轨道的排斥力来降低伯格曼环芳构化中的自由活化能。