4-methyl-4'-perfluoro-1H,1H,2H,2H,3H,3H-undecyl-2,2'-bipyridine | 1007894-43-0

• 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-methyl-4'-perfluoro-1H,1H,2H,2H,3H,3H-undecyl-2,2'-bipyridine
• 英文别名: 4-(1H,1H,2H,2H,3H,3H-perfluoroundecyl)-4'-methyl-2,2'-bipyridine；mpubpy；2-[4-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-Heptadecafluoroundecyl)pyridin-2-yl]-4-methylpyridine；2-[4-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecyl)pyridin-2-yl]-4-methylpyridine
• CAS: 1007894-43-0
• 化学式: C₂₂H₁₅F₁₇N₂
• 分子量: 630.347
• InChiKey: UCMZVMVWBAVAFN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.6
• 重原子数：
  41
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  25.8
• 氢给体数：
  0
• 氢受体数：
  19

反应信息

• 作为反应物：
  描述：

  [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂ 、 4-methyl-4'-perfluoro-1H,1H,2H,2H,3H,3H-undecyl-2,2'-bipyridine 、 2,2'-联吡啶-4,4'-二甲酸 、 水 、 potassium thioacyanate 在 硝酸 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 [Ru(4,4'-dicarboxy-2,2'-bipyridine)(4-methyl-4'-perfluoro-1H,1H,2H,2H,3H,3H-undecyl-2,2'-bipyridine)(NCS)2]*H2O
  参考文献：
  名称：

  Artificial photosynthesis based on dye-sensitized nanocrystalline TiO2 solar cells

  摘要：

  A new series of amphiphilic heteroleptic ruthenium(II) sensitizers [Ru(H(2)dcbpy)(dhbpy)(NCS)(2)] (C1), [Ru(H(2)dcbpy)(bccbpy)(NCS)(2)] (C-2), [Ru(H(2)dcbpy)(mpubpy)(NCS)(2)] (C-3), [Ru(H(2)dcbpy)(bhcbpy)(NCS)(2)] (C-4) have been synthesized and fully characterized by UV Vis, emission, NMR and cyclic voltammetric studies (where dhbpy = 4,4'-dihexyl-2,2'-bipyridine, bccbpy = 4,4'-bis(cholesteroxycarbonyl)2,2'-bipyridine, mpubpy = 4-methyl-4'-perfluoro-1H, 1H, 2H, 2H, 3H, 3H-undecyl-2,2'-bipyridine, bhcbpy = 4,4'-Bis(hexylcarboxamido)2,2'-bipyridine). The amphiphilic amide heteroleptic ruthenium(II) sensitizers, self-assembled on TiO2 surface from ethanol solution, reveal efficient sensitization in the visible window range yielding approximate to 80% incident photon-to-current efficiencies (IPCE). Under standard AM 1.5 sunlight, the C4 sensitizer gave 15 mA/cm(2) short circuit photocurrent density, 0.66 fill factor and an open circuit voltage of 0.75 V, corresponding to an overall conversion efficiency of 7.4%. (c) 2007 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2007.05.061
• 作为产物：
  描述：

  4,4'-二甲基-2,2'-联吡啶 、 1,1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8-十七氟-10-碘庚烷 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以33%的产率得到4-methyl-4'-perfluoro-1H,1H,2H,2H,3H,3H-undecyl-2,2'-bipyridine
  参考文献：
  名称：

  新型甲基三氧or /（马尾氟）2,2'-联吡啶催化剂对烯烃的高效选择性环氧化

  摘要：

  合成了甲基三氧methyl（MTO）和双（氟马尾）2,2'-联吡啶（bpy-F n）之间的新型配合物，并在氟催化下用过氧化氢氧化烯烃。获得了高转化率和相应环氧化物的产率。

  DOI：

  10.1002/adsc.201000032

文献信息

• An Efficient and Selective Epoxidation of Olefins with Novel Methyltrioxorhenium/(Fluorous Ponytailed) 2,2′-Bipyridine Catalysts
  作者：Raffaele Saladino、Maria Cristina Ginnasi、Daniela Collalto、Roberta Bernini、Claudia Crestini

  DOI：10.1002/adsc.201000032

  日期：——

  Novel complexes between methyltrioxorhenium (MTO) and bis(fluorous‐ponytailed) 2,2′‐bipyridines (bpy‐Fn) were synthesized and used for the oxidation of alkenes with hydrogen peroxide under fluorous catalysis. High conversions and yields of the corresponding epoxides were obtained.

  合成了甲基三氧methyl（MTO）和双（氟马尾）2,2'-联吡啶（bpy-F n）之间的新型配合物，并在氟催化下用过氧化氢氧化烯烃。获得了高转化率和相应环氧化物的产率。
• Artificial photosynthesis based on dye-sensitized nanocrystalline TiO2 solar cells
  作者：J.-J. Lagref、Md.K. Nazeeruddin、M. Grätzel

  DOI：10.1016/j.ica.2007.05.061

  日期：2008.2

  A new series of amphiphilic heteroleptic ruthenium(II) sensitizers [Ru(H(2)dcbpy)(dhbpy)(NCS)(2)] (C1), [Ru(H(2)dcbpy)(bccbpy)(NCS)(2)] (C-2), [Ru(H(2)dcbpy)(mpubpy)(NCS)(2)] (C-3), [Ru(H(2)dcbpy)(bhcbpy)(NCS)(2)] (C-4) have been synthesized and fully characterized by UV Vis, emission, NMR and cyclic voltammetric studies (where dhbpy = 4,4'-dihexyl-2,2'-bipyridine, bccbpy = 4,4'-bis(cholesteroxycarbonyl)2,2'-bipyridine, mpubpy = 4-methyl-4'-perfluoro-1H, 1H, 2H, 2H, 3H, 3H-undecyl-2,2'-bipyridine, bhcbpy = 4,4'-Bis(hexylcarboxamido)2,2'-bipyridine). The amphiphilic amide heteroleptic ruthenium(II) sensitizers, self-assembled on TiO2 surface from ethanol solution, reveal efficient sensitization in the visible window range yielding approximate to 80% incident photon-to-current efficiencies (IPCE). Under standard AM 1.5 sunlight, the C4 sensitizer gave 15 mA/cm(2) short circuit photocurrent density, 0.66 fill factor and an open circuit voltage of 0.75 V, corresponding to an overall conversion efficiency of 7.4%. (c) 2007 Elsevier B.V. All rights reserved.