1-乙炔-4-((4-((4-硝基苯基)乙炔)苯基)乙炔)苯 | 377776-32-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-乙炔-4-((4-((4-硝基苯基)乙炔)苯基)乙炔)苯
• 英文名称: 4,4',4''-HCCC6H4CCC6H4CCC6H4NO2
• 英文别名: 1-Ethynyl-4-((4-((4-nitrophenyl)ethynyl)phenyl)ethynyl)benzene；1-ethynyl-4-[2-[4-[2-(4-nitrophenyl)ethynyl]phenyl]ethynyl]benzene
• CAS: 377776-32-4
• 化学式: C₂₄H₁₃NO₂
• 分子量: 347.373
• InChiKey: FFQJHGIWALAWCI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  45.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  cis-Ru(dppe)₂Cl₂ 、 1-乙炔-4-((4-((4-硝基苯基)乙炔)苯基)乙炔)苯 在 NH₄PF₆ 、 triethylamine 作用下， 以 二氯甲烷 为溶剂， 生成 trans-[Ru(4,4',4''-CCC6H4CCC6H4CCC6H4NO2)Cl(dppe)2]
  参考文献：
  名称：

  非线性光学的有机金属配合物。43.带有苯撑乙炔/苯撑乙烯桥的偶极炔钌络合物的二次光学非线性

  摘要：

  的合成反式- [茹（4,4'-C≡CC 6 ħ 4 C≡CC 6 ħ 4 NO 2）氯（DPPE）2 ]（19）和系统地改变复合物的反式- [茹（4,4- '，4'' - C≡CC 6 ħ 4 X 2 C ^ 6 ħ 4 ý 2 ç 6 ħ 4 NO 2）CL（L 2）2 ] [L 2 = DPPE，X 2 =C≡C，Y 2 = （E）-CH = CH（12），C≡C（18）；L 2＝ dppe，X 2＝（E）-CH ＝ CH，Y 2＝C≡C（14），（E）-CH ＝ CH（16）；L 2＝ dppm，X 2＝C≡C，Y 2＝（E）-CH ＝ CH（13）；报告了L 2＝ dppm，X 2＝（E）-CH ＝ CH，Y 2＝C≡C（15），（E）-CH ＝ CH（17）]，后者是供体-桥-受体复合物，其变化通过用E替代yne来组成桥-烯键及其循环伏安数据，线性光学和二次非线性光学响应数据。通

  DOI：

  10.1021/ic801953z

文献信息

• Organometallic Complexes for Nonlinear Optics. 22.¹ Quadratic and Cubic Hyperpolarizabilities of <i>trans-</i>Bis(bidentate phosphine)ruthenium σ-Arylvinylidene and σ-Arylalkynyl Complexes
  作者：Stephanie K. Hurst、Marie P. Cifuentes、Joseph P. L. Morrall、Nigel T. Lucas、Ian R. Whittall、Mark G. Humphrey、Inge Asselberghs、André Persoons、Marek Samoc、Barry Luther-Davies、Anthony C. Willis

  DOI：10.1021/om0101700

  日期：2001.10.1

  The syntheses of trans-[Ru(C=CHR)Cl(pp)(2)]PF6 (pp = dppm, R = 4-C6H4C=CPh, 4-C6H4CHO, 4,4'-C6H4C drop CC6H4NO2, (E)-4,4'-C6H4CH=CHC6H4NO2, 4,4',4"-C drop CC6H4C drop CC6H4C drop CC6H4NO2; PP = dppe, R = 4-C6H4CHO, (E)-4,4'-C6H4CH=CHC6H4NO2) and trans-[Ru(C=-CR)Cl(PP)(2)] (pp = dppm, R = 4-C6H4C drop CPh, 4-C6H4CHO, 4,4-C6H4C dropC(6)H(4)NO(2), (E)4,4'-C6H4CH drop CHC6H4NO2, 4,4,4"-C drop CC6H4C drop CC6H4C drop CC6H4NO2; pp = dppe, R = 4-C6H4CHO, (E)-4,4-C6H4CH drop CHC6H4NO2) are reported, together with X-ray structural studies of trans-[Ru(C drop CR)Cl(pp)(2)] (pp = dppm, R = 4-C6H4C drop CPh; pp = dppe, R = 4-C6H4CHO, (E)-4,4'-C6H4CH drop CHC6H4NO2)- Cyclic voltammetric, linear optical, and quadratic and cubic nonlinear optical response data for these new complexes, together with the corresponding data for the previously reported trans-[Ru(C=CHR)Cl(pp)(2)]PF6 (pp = dppm, R = Ph, 4-C6H4NO2; pp = dppe, R = Ph, 4-C6H4NO2) and trans- [Ru(C drop CR)Cl(PP)(2)] (pp = dppm, R = Ph, 4-C6H4NO2, (E)-4,4'-C6H4CH drop CHC6H4NO2; pp = dppe, R = Ph, 4-C6H4NO2), are reported. Oxidation potentials for the Ru-II/III couple increase on proceeding from the neutral alkynyl complex to the analogous cationic vinylidene complex and on introduction of an acceptor group (CHO or NO2); the complexes with 4-C drop CC6H4NO2 ligands are the most difficult to oxidize. In some instances, the Ru-III/IV and Ru-I/II processes have been identified together with, where relevant, nitro-centered reduction processes. The oxidized and reduced vinylidene complexes are shown to transform electrochemically into the corresponding alkynyl complexes. Optical absorption maxima undergo a red shift upon increase of acceptor strength, replacement of the coligand dppm with dppe, and replacement of the alkynyl ligand yne linkage with an ene linkage. Proceeding from the vinylidene complex to an analogous alkynyl complex results in a small red shift in absorption maximum and a significant increase in extinction coefficient. Quadratic molecular nonlinearities by hyper-Rayleigh scattering measurements at 1064 nm increase upon introduction of ligated metal (proceeding from precursor alkyne to alkynyl or vinylidene complex), an increase in acceptor strength (introduction of CHO or NO2), alkynyl chain lengthening (in the series [4-C drop CC6H4](n)-4-NO2, proceeding from n = 1 and 2 to 3), and replacing the yne linkage with an ene linkage.Significant differences in fi value for two vinylidene/alkynyl complex pairs suggest that they could function as precursors to protically switchable quadratic NLO materials at 1064 nm. Cubic molecular nonlinearities by Z-scan measurements at 800 nm are in many cases characterized by negative real and significant imaginary components, indicative of two-photon effects; nevertheless, a substantial increase in /gamma/ on proceeding to the largest molecule, trans-Ru(4,4,4"-C drop CC6H4C drop CC6H4C drop CC6H4NO2)Cl(dppm)(2), is observed. An order of magnitude difference in Yinag values (and therefore two-photon absorption (TPA) cross sections sigma (2)) for vinylidene/alkynyl complex pairs suggest that they have potential as protically switchable TPA materials at 800 nm.
• Organometallic Complexes for Nonlinear Optics. 43. Quadratic Optical Nonlinearities of Dipolar Alkynylruthenium Complexes with Phenyleneethynylene/Phenylenevinylene Bridges
  作者：Luca Rigamonti、Bandar Babgi、Marie P. Cifuentes、Rachel L. Roberts、Simon Petrie、Robert Stranger、Stefania Righetto、Ayele Teshome、Inge Asselberghs、Koen Clays、Mark G. Humphrey

  DOI：10.1021/ic801953z

  日期：2009.4.20

  yne with E-ene linkages, together with their cyclic voltammetric data, linear optical, and quadratic nonlinear optical response data. RuII/III oxidation potentials increase on replacing yne linkage by E-ene linkage at the phenylene adjacent to the metal center, and on replacing dppe by dppm co-ligands. The low-energy optical absorption maxima occur in the region 20400−23300 cm−1 and are metal-to-ligand

  的合成反式- [茹（4,4'-C≡CC 6 ħ 4 C≡CC 6 ħ 4 NO 2）氯（DPPE）2 ]（19）和系统地改变复合物的反式- [茹（4,4- '，4'' - C≡CC 6 ħ 4 X 2 C ^ 6 ħ 4 ý 2 ç 6 ħ 4 NO 2）CL（L 2）2 ] [L 2 = DPPE，X 2 =C≡C，Y 2 = （E）-CH = CH（12），C≡C（18）；L 2＝ dppe，X 2＝（E）-CH ＝ CH，Y 2＝C≡C（14），（E）-CH ＝ CH（16）；L 2＝ dppm，X 2＝C≡C，Y 2＝（E）-CH ＝ CH（13）；报告了L 2＝ dppm，X 2＝（E）-CH ＝ CH，Y 2＝C≡C（15），（E）-CH ＝ CH（17）]，后者是供体-桥-受体复合物，其变化通过用E替代yne来组成桥-烯键及其循环伏安数据，线性光学和二次非线性光学响应数据。通