5,5'-二碘-2,2'-联吡啶 | 209624-09-9

• 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'-二碘-2,2'-联吡啶
• 中文别名: 5,5-二碘-2,2-联吡啶
• 英文名称: 5,5’-diiodo-2,2’-bipyridine
• 英文别名: 5,5′-diiodo-2,2′-bipyridine；4,4'-diiodo-2,2'-bipyridine；5,5'-diiodo-2,2'-bipyridine；5-iodo-2-(5-iodopyridin-2-yl)pyridine
• CAS: 209624-09-9
• 化学式: C₁₀H₆I₂N₂
• 分子量: 407.98
• InChiKey: RUOJQHOYVLNUHF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  14
• 可旋转键数：
  1
• 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

反应信息

• 作为反应物：
  描述：

  5,5'-二碘-2,2'-联吡啶 在 四(三苯基膦)钯 、 三乙胺 、 三苯基膦 作用下， 以 四氢呋喃 、 二氯甲烷 、 甲苯 为溶剂， 反应 30.0h， 生成 2,2'-联吡啶-5,5'-二基二(膦酸)
  参考文献：
  名称：

  简便有效地合成基于2,2'-联吡啶的双（膦酸）酸

  摘要：

  描述了在（4,4'），（5,5'）或（6,6'）位置带有两个膦酸基团的新2,2'-联吡啶配体的合成和表征。

  DOI：

  10.1016/s0040-4039(98)00647-9
• 作为产物：
  描述：

  5,5'-二氨基-2,2'-联吡啶 在 氢气 、 potassium iodide 、 sodium nitrite 作用下， 生成 5,5'-二碘-2,2'-联吡啶
  参考文献：
  名称：

  简便有效地合成基于2,2'-联吡啶的双（膦酸）酸

  摘要：

  描述了在（4,4'），（5,5'）或（6,6'）位置带有两个膦酸基团的新2,2'-联吡啶配体的合成和表征。

  DOI：

  10.1016/s0040-4039(98)00647-9

文献信息

• Synthesis of 9,9′-Spirobifluorenes and 4,5-Diaza-9,9′-spirobifluorenes and Their Application as Affinity Materials for Quartz Crystal Microbalances
  作者：Caroline Stobe、Isabella Pyka、Alexander Linke、Sarah Müller、Gregor Schnakenburg、Siegfried R. Waldvogel、Arne Lützen

  DOI：10.1002/cplu.201700105

  日期：2017.5

  synthesized. These were obtained by either furnishing the spirobifluorene with additional pyridyl moieties or by installing the aza function directly into the spirobifluorene core. These structurally rigid compounds were then evaluated as affinity materials for quartz crystal microbalances and proved to be highly potent for the detection of volatile organic compounds.

  已经合成了两种不同类型的9，9′-螺二芴的氮杂类似物。这些可以通过为螺二芴提供额外的吡啶基部分或通过将氮杂官能团直接安装到螺二芴核中而获得。然后，将这些结构刚性的化合物评估为石英微天平的亲和材料，并证明对检测挥发性有机化合物具有很高的效力。
• 2,2' -BIPYRIDINE DERIVATIVE HAVING A REACTIVE SILYL GROUP, ITS PRODUCTION METHOD, AND TRANSITION METAL COMPLEX
  申请人：Ito Yusuke

  公开号：US20090299068A1

  公开（公告）日：2009-12-03

  A 2,2′-bipyridine derivative having a reactive silyl group represented by the following general formula (1): wherein R 1 and R 2 represent a substituent selected from a monovalent hydrocarbon group, an organoxy group, an acyloxy group, hydroxy group, a halogen atom, hydrogen atom, mercapto group, an amino group, cyano group, cyanate group, isocyanate group, thiocyanate group, and isothiocyanate group; R 3 represents a monovalent aliphatic unsaturated hydrocarbon group, an organoxy group, an alkoxy group, an acyloxy group, hydroxy group, a halogen atom, hydrogen atom, mercapto group, an amino group, cyano group, cyanate group, isocyanate group, thiocyanate group, and isothiocyanate group; R 4 represents a reactive silyl group represented by the formula: R 1 R 2 R 3 Si, a monovalent hydrocarbon group, or hydrogen atom; R 5 , R 6 , R 7 , and R 8 are a monovalent hydrocarbon group or hydrogen atom.

  以下是具有反应性硅基团的2,2'-联吡啶衍生物的一般式（1）： 其中，R1和R2代表从单价碳氢基团、有机氧基团、酰氧基团、羟基、卤素原子、氢原子、巯基、氨基、氰基、氰酸基团、异氰酸基团、硫氰酸基团和异硫氰酸基团中选择的取代基；R3代表单价的脂肪烯烃基团、有机氧基团、烷氧基团、酰氧基团、羟基、卤素原子、氢原子、巯基、氨基、氰基、氰酸基团、异氰酸基团、硫氰酸基团和异硫氰酸基团；R4代表代表公式R1R2R3Si的反应性硅基团、单价碳氢基团或氢原子；R5、R6、R7和R8是单价碳氢基团或氢原子。
• Ruthenium bipyridyl compounds with two terminal alkynyl ligands
  作者：Christopher J. Adams、Lucy E. Bowen、Mark G. Humphrey、Joseph P. L. Morrall、Marek Samoc、Lesley J. Yellowlees

  DOI：10.1039/b411609g

  日期：——

  form the ruthenium(III) compound 3a+, and will also undergo a single-electron reduction at each nitro group to form 3a2-. ESR and UV/visible spectra of these redox congeners are presented. We also report the synthesis of [Ru(Me2bipy)(PPh3)2(-C triple bond CBut)(N triple bond N)][PF6] during the attempted synthesis of Ru(Me2bipy)(PPh3)2(-C triple bond CBut)2, and report its X-ray crystal structure and IR

  Ru（X2bipy）（PPh3）2（-C三键CC6H4NO2-p）2（X2bipy = 4,4'-X（2）-2,2'-联吡啶，X = Me 3a，Br 3b， I 3c）是由单炔基前体Ru（X2bipy）（PPh3）2（-C三键CC6H4NO2-p）Cl合成的（X = Me 2a，Br 2b，I 2c）; 前者是第一种还含有联吡啶基配体的钌双炔基化合物。3a的光谱电化学研究表明，金属很容易被氧化形成钌（III）化合物3a +，并且在每个硝基上还会发生单电子还原，从而形成3a2-。显示了这些氧化还原同类物的ESR和UV /可见光谱。我们还报告了在尝试合成Ru（Me2bipy）（PPh3）2（-C三键）期间合成[Ru（Me2bipy）（PPh3）2（-C三键CBut）（N三键N）] [PF6]的合成但是）2，并报告其X射线晶体结构和红外光谱。介绍了3b和3c（作为两种不同的溶剂化物）的X射线晶
• 2, 2´-bipyridine derivatives having reactive silyl group, production methods, transition metal complexes thereof
  申请人：Shin-Etsu Chemical Co., Ltd.

  公开号：EP2128165A1

  公开（公告）日：2009-12-02

  A 2,2'-bipyridine derivative having a reactive silyl group represented by the following general formula (1): wherein R1 and R2 represent a substituent selected from a monovalent hydrocarbon group, an organoxy group, an acyloxy group, hydroxy group, a halogen atom, hydrogen atom, mercapto group, an amino group, cyano group, cyanate group, isocyanate group, thiocyanate group, and isothiocyanate group; R3 represents a monovalent aliphatic unsaturated hydrocarbon group, an organoxy group, an alkoxy group, an acyloxy group, hydroxy group, a halogen atom, hydrogen atom, mercapto group, an amino group, cyano group, cyanate group, isocyanate group, thiocyanate group, and isothiocyanate group; R4 represents a reactive silyl group represented by the formula: R1R2 R3Si, a monovalent hydrocarbon group, or hydrogen atom; R5, R6, R7, and R8 are a monovalent hydrocarbon group or hydrogen atom.

  一种 2,2'-联吡啶衍生物，其活性硅烷基由下式通式 (1) 代表： 其中 R1 和 R2 代表选自单价烃基、有机氧基、酰氧基、羟基、卤素原子、氢原子、巯基、氨基、氰基、氰酸酯基、异氰酸酯基、硫氰酸酯基和异硫氰酸酯基的取代基；R3 代表一价脂肪族不饱和烃基、有机氧基、烷氧基、酰氧基、羟基、卤素原子、氢原子、巯基、氨基、氰基、氰酸酯基、异氰酸酯基、硫氰酸酯基和异硫氰酸酯基； R4 代表反应性硅烷基，由式表示：R1R2 R3Si、一价烃基或氢原子；R5、R6、R7 和 R8 是一价烃基或氢原子。
• Cheap and Easy Synthesis of Highly Functionalized (Het)aryl Iodides via the Aromatic Finkelstein Reaction
  作者：Arne Lützen、Georg Meyer-Eppler、Lea Küchler、Christina Tenten、Christian Benkhäuser、Stefanie Brück

  DOI：10.1055/s-0033-1338598

  日期：——

  Aryl iodides are superior coupling partners in cross-coupling reactions compared to the corresponding chlorides or bromides. Unfortunately, the iodides are much more expensive, if commercially available at all, than the other halides. Thus, it is often mandatory to transform the available bromides into the corresponding iodides. The copper-catalyzed aromatic Finkelstein reaction turned out to be the method of choice to prepare a number of highly functionalized iodo(het)aryls, including pyridines, 2,2'-bipyridines, and chiral compounds.