4,4′-(para-di-n-butylaminostyryl)-2,2′-bipyridine | 204137-84-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 4,4′-(para-di-n-butylaminostyryl)-2,2′-bipyridine
• 英文别名: 4,4'-bis(dibutylaminostyryl)-[2,2']-bipyridine；4,4'-bis(para-di-n-butylaminostyryl)-2,2'-bipyridine；DBAS-bpy；NBu2bipy；N,N-dibutyl-4-[2-[2-[4-[2-[4-(dibutylamino)phenyl]ethenyl]pyridin-2-yl]pyridin-4-yl]ethenyl]aniline
• CAS: 204137-84-8
• 化学式: C₄₂H₅₄N₄
• 分子量: 614.918
• InChiKey: VBJAUVRUKPNEAE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.3
• 重原子数：
  46
• 可旋转键数：
  19
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  32.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4,4′-(para-di-n-butylaminostyryl)-2,2′-bipyridine 、 [Zn(2,2'-bipyridine)2](PF6)2 以 二氯甲烷 、 乙腈 为溶剂， 以78%的产率得到[Zn(2,2'-bipyridine)2(NBu2bipy)][PF6]2
  参考文献：
  名称：

  Two-photon absorption properties of Zn(II) complexes: Unexpected large TPA cross section of dipolar [ZnY2(4,4′-bis(para-di-n-butylaminostyryl)-2,2′-bipyridine)] (Y=Cl, CF3CO2)

  摘要：

  The two-photon absorption (TPA) properties of 4,4'-bis(para-di-n-butylaminostyryl)-2,2'-bipyridine (NBu(2)bipy) and related dipolar ([ZnY2(NBu(2)bipy)] (Y = Cl, CF3CO2), [Zn(2,2'-bipyridine) (2)(NBu(2)bipy)][PF6](2)) and octupolar ([Zn(NBu(2)bipy)(3)][PF6](2)) complexes were investigated by the two-photon emission (TPE) technique in a femtosecond regime, working in the 730-930 nm spectral range. We found, in contrast with previous literature data, that the TPA enhancement upon coordination of a TPA active ligand to a metal center may be larger in the dipolar rather than the corresponding octupolar complex, the response being easily modulated by the choice of the ancillary ligands. (C) 2009 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.cplett.2009.05.033

文献信息

• Two-photon absorption properties and¹O₂generation ability of Ir complexes: an unexpected large cross section of [Ir(CO)₂Cl(4-(para-di-n-butylaminostyryl)pyridine)]
  作者：Alessia Colombo、Claudia Dragonetti、Dominique Roberto、Adriana Valore、Camilla Ferrante、Ilaria Fortunati、A. Lorena Picone、Francesco Todescato、J. A. Gareth Williams

  DOI：10.1039/c5dt00552c

  日期：——

  TPA efficiency and¹O₂generation activity of iridium complexes.

  铱复合物的 TPA 效率和 1O2 生成活性。
• Zinc(II) as a Versatile Template for the Design of Dipolar and Octupolar NLO-phores
  作者：Katell Sénéchal、Olivier Maury、Hubert Le Bozec、Isabelle Ledoux、Joseph Zyss

  DOI：10.1021/ja025705a

  日期：2002.5.1

  Thermally stable dipolar and octupolar (D2d, D3) NLO-phores are readily accessible by combining one, two, or three 4,4'-bis(dialkylaminostyryl)-[2,2']-bipyridyl ligands with zinc(II) salts. The off-resonant beta0 values point out the superiority of octupoles versus dipoles in terms of nonlinearity/transparency tradeoff. The octahedral tris(bipyridyl)zinc(II) complex exhibits a very large beta0 value (241 x 10-30 esu), which is the largest ever reported for octupolar molecules.
• Nonlinear Optical and Two-Photon Absorption Properties of Octupolar Tris(bipyridyl)metal Complexes
  作者：Christophe Feuvrie、Olivier Maury、Hubert Le Bozec、Isabelle Ledoux、Joseph P. Morrall、Gulliver T. Dalton、Marek Samoc、Mark G. Humphrey

  DOI：10.1021/jp0735381

  日期：2007.9.1

  The linear (absorption and emission) and nonlinear optical (NLO) properties of a series of D-3 [(Fe(II), Ru(II), Ni(II), Cu(II), Zn(II)] octupolar metal complexes featuring the 4,4 '-bis[(dibutylamino)styryl]-2,2 '-bipyridine ligand are reported. Zinc(II), nickel(II), and copper(II) complexes exhibit similar absorption spectra in the visible region (lambda(ILCT) = 474-476 nm) which are assigned to intraligand charge-transfer (ILCT) bands. The quadratic and cubic NLO properties are strongly influenced by the nature of the metallic center. Harmonic light scattering studies at lambda = 1.91 mu m reveal that these chromophores display large first hyperpolarizabilities beta(1.91) in the range of (211-340) x 10(-30) esu; replacing the Zn(II) metal ion by Ni(II) or Cu(II) results in a decrease of the static beta(0) coefficient by a factor of 1.5-1.6. Z-scan measurements at 765 and 965 nm reveal relatively large two-photon absorption cross-sections [650 < sigma(2) < 2200 GM], showing that both beta and sigma(2) values can be tuned by simple modification of the metal ion.