4,4'-bis((E)-2-(pyridine-4-yl)vinyl)-2,2'-bipyridine | 1217553-10-0

• 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'-bis((E)-2-(pyridine-4-yl)vinyl)-2,2'-bipyridine
• 英文别名: 4,4′-bis[(E)-2-(4-pyridyl)vinyl]-2,2′-bipyridyl；bpvbpy；4,4'-bis[(E)-2-(4-pyridyl)vinyl]-2,2'-bipyridyl；bbpe；4-[(E)-2-pyridin-4-ylethenyl]-2-[4-[(E)-2-pyridin-4-ylethenyl]pyridin-2-yl]pyridine
• CAS: 1217553-10-0
• 化学式: C₂₄H₁₈N₄
• 分子量: 362.434
• InChiKey: RUSJGBQXZJPAFT-ZPUQHVIOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 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：

  4,4'-bis((E)-2-(pyridine-4-yl)vinyl)-2,2'-bipyridine 在 氢溴酸 、 溴 作用下， 反应 2.0h， 以85%的产率得到4-(1,2-Dibromo-2-pyridin-4-ylethyl)-2-[4-(1,2-dibromo-2-pyridin-4-ylethyl)pyridin-2-yl]pyridine
  参考文献：
  名称：

  基于金属的三联吡啶络合物和其在电致变色 应用中的用途

  摘要：

  本发明涉及基于金属的三联吡啶络合物，例如基于铁的三联吡啶络合物，以及其制造用于电致变色应用的表面限制组合件的用途。

  公开号：

  CN105793241B
• 作为产物：
  描述：

  2,2'-联吡啶-4,4'-二甲醇 在 硫酸 、 potassium tert-butylate 、 氢溴酸 作用下， 以 四氢呋喃 、 氯仿 为溶剂， 反应 12.0h， 生成 4,4'-bis((E)-2-(pyridine-4-yl)vinyl)-2,2'-bipyridine
  参考文献：
  名称：

  基于金属的三联吡啶络合物和其在电致变色 应用中的用途

  摘要：

  本发明涉及基于金属的三联吡啶络合物，例如基于铁的三联吡啶络合物，以及其制造用于电致变色应用的表面限制组合件的用途。

  公开号：

  CN105793241B

文献信息

• Rhenium(I) Tricarbonyl Complexes with Peripheral N-Coordination Sites: A Foundation for Heterotrimetallic Nonlinear Optical Chromophores
  作者：Benjamin J. Coe、Simon P. Foxon、Rachel A. Pilkington、Sergio Sánchez、Daniel Whittaker、Koen Clays、Nick Van Steerteghem、Bruce S. Brunschwig

  DOI：10.1021/acs.organomet.6b00536

  日期：2016.9.12

  The compounds 4,4'-dicyano-2,2'-bipyridyl (dcbpy), 4,4'-bis(4-cyanophenyl)-2,2'-bipyridyl (bcpbpy), 4,4'-bisRE)-2-(4-cyanophenyl)viny1]-2,2'-bipyridyl (bcpvbpy), and 4,4'-bis[(E)-2-(4-pyridyl)vinyl]-2,2'-bipyridyl (bpvbpy) are used to prepare nine new complexes with facReI(CO)(3)(L)}(n+) (L = Cl-, pyridine (py), or 4-yanopyridine (cpy)) centers. The cationic complexes are isolated as their OTt- salts. These new monometallic species are studied together with the known fac-(ReCl)-Cl-I(CO)(3)(qpy) (qpy = 4,4':2',2 '':4 '',4'''-quaterpyridyl) (de Wolf, P.; et al. Inorg. Chim. Acta 2003, 355, 280-285). Coordination of Ru-II(NH3)(5)}(2+)centers to the peripheral N atoms, of fac-(ReCl)-Cl-I(CO)(3)(qpy) and fac-[Re-I(CO)(3)(bcpbpy)(py)(+) affords heterotrimetallic complexes that are isolated as their PF6- alts. Single-crystal X-ray structures are reported for the solvates fac-(ReCl)-Cl-I(CO)(3)(dcbpy)center dot Me2CO, fac-[(ReCl)-Cl-I(CO)(3)(dcbpy) (MeCN)]OTf center dot PhMe, fac-[(ReCl)-Cl-I(CO)(3)(dcbpy) OTf center dot(dcbpy)(cpy)]OTIO.SMe2CO, fac-(ReCl)-Cl-I(CO)(3)(bcpbpy)-0.513hMe, and fac-[(ReCl)-Cl-I(CO)(3)(bcpbpy)(MeCN)OTf MeCN. Cyclic voltammetry reveals irreversible Re-II/I processes in all cases, while the trimetallic compounds show a reversible two-electron Ru-III/(II) oxidation wave. Ligand-based reductions are generally irreversible, but reversible waves are observed for the dcbpy complexes. Electronic absorption spectra show strong d -> pi* metal-to-ligand charge-transfer (MLCT) and intraligand pi -> pi* absorptions. The Ru-II-based MLCT bands have lower energies and higher intensities than the ReI-based ones. The monometallic species emit weakly in the red/NIR region (lambda(em) = 594-732 nm; phi = 0.6-8.1%) when excited at 350-520 nm. Molecular first hyperpolarizabilities beta for the trimetallic complex salts are measured in MeCN solutions via the hyper-Rayleigh scattering technique at 1064 nm. Stark (electroabsorption)_ spectroscopic studies on the low-energy MLCT bands in frozen PrCN allow the indirect, estimation of static first hyperpolarizabilities beta(0). The trimetallic complexes have relatively large beta(0) values, ca. 500 x 10(-30) esu or more, which are substantially greater than those of the monometallic species.
• Combining Very Large Quadratic and Cubic Nonlinear Optical Responses in Extended, Tris-Chelate Metallochromophores with Six π-Conjugated Pyridinium Substituents
  作者：Benjamin J. Coe、John Fielden、Simon P. Foxon、Bruce S. Brunschwig、Inge Asselberghs、Koen Clays、Anna Samoc、Marek Samoc

  DOI：10.1021/ja910538s

  日期：2010.3.17

  We describe a series of nine new complex salts in which electron-rich Ru-II or Fe-II centers are connected via pi-conjugated bridges to six electron-accepting N-methyl-/N-arylpyridinium groups. This work builds upon our previous preliminary studies (Coe, B. J. J. Am. Chem. Soc. 2005, 127, 13399-13410; J. Phys. Chem. A 2007, 111, 472-478), with the aims of achieving greatly enhanced NLO properties and also combining large quadratic and cubic effects in potentially redox-switchable molecules. Characterization has involved various techniques, including electronic absorption spectroscopy and cyclic voltammetry. The complexes display intense, visible d -> pi* metal-to-ligand charge-transfer (MLCT) bands, and their pi ->pi* intraligand charge-transfer (ILCT) absorptions in the near-UV region show molar extinction coefficients as high as ca. 3.5 x 10(5) M-1 cm(-1). Molecular quadratic nonlinear optical (NLO) responses beta have been determined by using hyper-Rayleigh scattering at 800 and 1064 nm and also via Stark (electroabsorption) spectroscopic studies. The directly and indirectly derived beta values are very large, with the Stark-based static first hyperpolarizabilities beta(0) reaching as high as ca. 10(-27) esu, and generally increase on extending the pi-conjugation and enhancing the electron-accepting strength of the ligands. Cubic NLO properties have also been measured by using the Z-scan technique, revealing relatively high two-photon absorption cross sections of up to 2500 GM at 750 nm.
• METAL-BASED TRIS-BIPYRIDYL COMPLEXES AND USES THEREOF IN ELECTROCHROMIC APPLICATIONS
  申请人：Yeda Research and Development Co. Ltd

  公开号：EP3072171B1

  公开（公告）日：2019-12-25
• ENERGY STORAGE DEVICES
  申请人：YEDA Research and Development Co. Ltd.

  公开号：US20200303135A1

  公开（公告）日：2020-09-24

  A hybrid supercapacitor where the charging state is indicated by color is demonstrated. The device comprises a molecular network that functions as both the battery-type electrode and the charge indicator. Related batteries, electrodes and devices, their processes of preparation and methods of use are provided as well.
• US9847494B2
  申请人：——

  公开号：US9847494B2

  公开（公告）日：2017-12-19