5,5-二乙烯基-2,2-联吡啶 | 932396-96-8

• 物质功能分类: 医药中间体 - 杂环化合物 - 吡啶类化合物
• 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
• 中文名称: 5,5-二乙烯基-2,2-联吡啶
• 英文名称: 5,5’-divinyl-2,2’-bipyridine
• 英文别名: 5,5'-divinyl-2,2′-bipyridine；5,5'-divinyl-2,2'-bipyridine；5-ethenyl-2-(5-ethenylpyridin-2-yl)pyridine
• CAS: 932396-96-8
• 化学式: C₁₄H₁₂N₂
• 分子量: 208.263
• InChiKey: RLSLVUNCQSJTCV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  25.8
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 危险性防范说明：
  P264,P280,P302+P352,P305+P351+P338,P332+P313,P337+P313,P362
• 危险性描述：
  H315,H319

反应信息

• 作为反应物：
  描述：

  5,5-二乙烯基-2,2-联吡啶 以 乙醇 、 邻二氯苯 为溶剂， 反应 2.42h， 生成 C₄₆H₅₂N₆O₆P₂Ru⁽²⁺⁾*2Cl^(1-)
  参考文献：
  名称：

  通过电聚合覆盖层稳定纳米晶 TiO2 上的钌 (II) 聚吡啶染料

  摘要：

  染料敏化太阳能电池和光电化学电池的长期性能在很大程度上取决于金属氧化物界面处表面结合的发色团和发色团-催化剂组件的稳定性。我们在此报告电聚合是一种提高界面稳定性的策略，也是一种在界面上制备空间控制的多组分薄膜的简单合成途径。我们证明 [Fe(v-tpy)2](2+) (v-tpy = 4'-vinyl-2,2':6',2"-terpyridine) 可以在用膦酸盐功能化的纳米晶 TiO2 上还原电聚合-衍生的 Ru(II) 多吡啶基发色团。外部：内部 Fe：Ru 比率可以通过还原电化学扫描循环的次数来控制，如紫外-可见吸收和能量色散 X 射线光谱测量所示。与单独的表面结合染料相比，覆层电聚合可将光稳定性提高多达 30 倍。瞬态吸光度测量已被用于证明表面结合的 Ru(II) 复合物的 MLCT 激发态的光激发和电子注入之后是定向的、从外到内的 Fe(II) → Ru(III) ) 电子转移。

  DOI：

  10.1021/ja4055977
• 作为产物：
  描述：

  聚合甲醛 、 5,5'-二溴甲基-2,2'-联吡啶 在 三苯基膦 、 sodium hydroxide 作用下， 以 N,N-二甲基甲酰胺 、 二氯甲烷 、 水 为溶剂， 反应 8.0h， 以34%的产率得到5,5-二乙烯基-2,2-联吡啶
  参考文献：
  名称：

  Coordination Chemistry of Single-Site Catalyst Precursors in Reductively Electropolymerized Vinylbipyridine Films

  摘要：

  Reductive electropolymerization of [Ru-II(PhTpy)(5,5'-dvbpy)(Cl)](PF6) and [Ru-II(PhTpy)(5,5'-dvbPY)(MeCN)](PF6)(2) (PhTpy is 4'-phenyl-2,2':6',2 ''-terpyridine; 5,5'-dvbpy is 5,5'-divinyl-2,2'-bipyridine) on glassy carbon electrodes gives well films of poly{[Ru-II(PhTpy)(5,5'-dvbpy)(Cl)] (PF6)} (poly-1) or poly{[Ru-II(PhTpy)(5,5'-dvbpy)(MeCN)](PF6)(2)} (poly 2) Oxidative cycling of poly-2 with added NO3- results in the replacement of coordinated MeCN by NO3-, to give poly{[Ru-II(PhTpy) (5,5'-dvbpy) (NO3)](+)}, and with 0.1 M HClO4, replacement by H2O occurs to give poly{[Ru-II(PhTpy)(5,5'-dvbpy)(OH2)](2+)} (poly-OH2). Although analogous aqua complexes (e g, [Ru(tpy)(bpy)(OH2)](2+)) undergo rapid loss of H2O to MecN solution, poly-OH2 and poly-OH2+ are substitutionally inert in MeCN. The substitution chemistry is reversible, with reductive scans of poly-1 or poly-OH2 in MeCN resulting in poly-2, although with some loss of Faradaic response.

  DOI：

  10.1021/ic302472r

文献信息

• Metal-organic frameworks containing nitrogen-donor ligands for efficient catalytic organic transformations
  申请人：The University of Chicago

  公开号：US10647733B2

  公开（公告）日：2020-05-12

  Metal-organic framework (MOFs) compositions based on nitrogen donor-based organic bridging ligands, including ligands based on 1,3-diketimine (NacNac), bipyridines and salicylaldimine, were synthesized and then post-synthetically metalated with metal precursors, such as complexes of first row transition metals. Metal complexes of the organic bridging ligands could also be directly incorporated into the MOFs. The MOFs provide a versatile family of recyclable and reusable single-site solid catalysts for catalyzing a variety of asymmetric organic transformations. The solid catalysts can also be integrated into a flow reactor or a supercritical fluid reactor.

  基于以氮为供体的有机桥联配体，包括基于1,3-二酮亚胺（NacNac）、联吡啶和柳酸亚胺的金属-有机框架（MOFs）组成物被合成，然后用金属前驱体如第一行过渡金属的络合物进行后合成金属化。有机桥联配体的金属络合物也可以直接并入MOFs中。MOFs提供了一个多功能的、可回收和可重复使用的单点固体催化剂家族，用于催化各种不对称有机转化。这些固体催化剂也可以集成到流动反应器或超临界流体反应器中。
• Synthesis and Reductive Electropolymerization of Metal Complexes with 5,5′-Divinyl-2,2′-Bipyridine
  作者：Hai-Jing Nie、Jiang-Yang Shao、Jing Wu、Jiannian Yao、Yu-Wu Zhong

  DOI：10.1021/om300730f

  日期：2012.10.8

  Eight transition-metal complexes with 5,5′-divinyl-2,2′-bipyridine (5,5′-dvbpy) or 4,4′-divinyl-2,2′-bipyridine (4,4′-dvbpy) have been synthesized and studied. The ruthenium complexes [Ru(5,5′-dvbpy)(bpy)2]2+, [Ru(5,5′-dvbpy)(4,4′-dpbpy)2]2+, and [Ru(5,5′-dvbpy)(5,5′-dpbpy)2]2+ (bpy = 2,2′-bipyridine; dpbpy = diphenyl-2,2′-bipyridine) with one 5,5′-dvbpy ligand have been successfully deposited on electrode

  具有5,5'-二乙烯基-2,2'-联吡啶（5,5'-dvbpy）或4,4'-二乙烯基-2,2'-联吡啶（4,4'-dvbpy）的八个过渡金属络合物具有被合成和研究。钌络合物[Ru（5,5'-dvbpy）（bpy）2 ] 2 +，[Ru（5,5'-dvbpy）（4,4'-dpbpy）2 ] 2+和[Ru（5，具有一个5,5'-dvbpy配体的5'-dvbpy）（5,5'-dpbpy）2 ] 2+（bpy = 2,2'-联吡啶; dpbpy = diphenyl-2,2'-联吡啶）通过还原电聚合沉积在电极表面上。所得的膜是稳定和粘附的，并显示出明确的氧化还原过程。相反，复合物[Ru（4,4'-dvbpy）（bpy）2 ] 2+在相同条件下不会聚合。具有两个或三个5,5'-dvbpy配体的配合物[Ru（5,5'-dvbpy）2（bpy）] 2+和[Ru（5,5'-dvbpy）3 ] 2+也已经聚合。由于缠结度的增加，与[Ru（5
• SEPARATION OF NANOPARTICLES
  申请人：YEDA RESEARCH AND DEVELOPMENT CO. LTD.

  公开号：US20150375180A1

  公开（公告）日：2015-12-31

  This invention is directed to separation, optimization and purification of nano-materials using self-assembled perylene diimide membranes, wherein said perylene diimide membrane is recyclable.

  本发明涉及使用自组装的苝二酰亚胺膜分离、优化和纯化纳米材料，其中所述的苝二酰亚胺膜可回收利用。
• Synthesis of Vinyl-Substituted Polypyridyl Ligands through Suzuki–Miyaura Cross-Coupling of Potassium Vinyltrifluoroborate with Bromopolypyridines
  作者：Hai-Jing Nie、Jiannian Yao、Yu-Wu Zhong

  DOI：10.1021/jo200590r

  日期：2011.6.3

  Suzuki-Miyauni cross-coupling of bromopolypyridines with potassium vinyltrifluoroborate affords vinyl-substituted polypyridyl ligands in moderate to good yields. This reaction allows simple and practical syntheses of numerous vinyl-substituted polypyridines, such as 4'-vinyl-2,2':6',2 ''-terpyridine, 5,5'-divinyl-2,2'-bipyridine, and 4,4'-divinyl-2,2'-bipyridine. In addition, a new ruthenium complex, [Ru(S,5'-divinyl-2,2'-bipyridine)(3)](2+), was synthesized and found to undergo reductive electropolymerization smoothly.
• Water Oxidation by an Electropolymerized Catalyst on Derivatized Mesoporous Metal Oxide Electrodes
  作者：Dennis L. Ashford、Alexander M. Lapides、Aaron K. Vannucci、Kenneth Hanson、Daniel A. Torelli、Daniel P. Harrison、Joseph L. Templeton、Thomas J. Meyer

  DOI：10.1021/ja502464s

  日期：2014.5.7

  A general electropolymerization/electro-oligomerization strategy is described for preparing spatially controlled, multicomponent films and surface assemblies having both light harvesting chromophores and water oxidation catalysts on metal oxide electrodes for applications in dye-sensitized photoelectrosynthesis cells (DSPECs). The chromophore/catalyst ratio is controlled by the number of reductive electrochemical cycles. Catalytic rate constants for water oxidation by the polymer films are similar to those for the phosphonated molecular catalyst on metal oxide electrodes, indicating that the physical properties of the catalysts are not significantly altered in the polymer films. Controlled potential electrolysis shows sustained water oxidation over multiple hours with no decrease in the catalytic current.