4-(6-Bromohexyl)-4'-methyl-2,2'-bipyridine | 134706-74-4

• 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-(6-Bromohexyl)-4'-methyl-2,2'-bipyridine
• 英文别名: 2-[4-(6-Bromohexyl)pyridin-2-yl]-4-methylpyridine
• CAS: 134706-74-4
• 化学式: C₁₇H₂₁BrN₂
• 分子量: 333.271
• InChiKey: JKACRUXNQANPPN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  20
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.41
• 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：

  吩噻嗪 、 4-(6-Bromohexyl)-4'-methyl-2,2'-bipyridine 在 sodium hydride 作用下， 生成 methyl-4'-(4-(N-phenothiazinato)hexyl)-2,2'-bipyridine
  参考文献：
  名称：

  Charge Separation in Donor-Chromophore-Acceptor Assemblies: Linkage and Driving Force Dependence of Photoinduced Electron Transfers

  摘要：

  A series of covalently linked Ru(bipyridine)(3)-donor-acceptor complexes was prepared where the donor-to-chromophore and acceptor-to-chromophore methylene chain lengths were varied. Time-resolved absorption studies were performed to elucidate intramolecular electron transfer rates. The electron donor in the above series is a phenothiazine moiety Linked to a bipyridine by a (-CH2-)(p), p = 3-8 chain, and the electron acceptor is an N,N'-diquaternary-2,2'-bipyridinium moiety Linked to a bipyridine by a (-CH2-)(m), m = 2, 3, 4 chain. Oxidative quenching of the Ru(bipyridine)(3) metal-to-ligand charge transfer (MLCT) state followed by phenothiazine-to-ruthenium electron transfer resulted in a long-lived charge-separated state. A wavelength-dependent excitation resulted in a slowly decaying absorption which is assigned to the excited-state phenothiazine. The magnitude of this component in the transient absorption serves as an internal standard for determining relative quantum yield for formation of the charge-separated state. Marcus inverted region behavior was observed in back electron transfer. Rate constants for electron transfer from phenothiazine to Ru(III) decreased as the length of the bridging chain increased from p = 4 to 8. Chain length independence of the back electron transfer rate in the series of complexes with varied chromophore-acceptor distances (m = 2, 3, and 4) suggests the formation of an association complex during oxidative quenching of MLCT state and argues against a sigma-bond superexchange pathway for back electron transfer.

  DOI：

  10.1021/j100017a038
• 作为产物：
  描述：

  1,5-二溴戊烷 、 4,4'-二甲基-2,2'-联吡啶 在 lithium diisopropyl amide 作用下， 生成 4-(6-Bromohexyl)-4'-methyl-2,2'-bipyridine
  参考文献：
  名称：

  Charge Separation in Donor-Chromophore-Acceptor Assemblies: Linkage and Driving Force Dependence of Photoinduced Electron Transfers

  摘要：

  A series of covalently linked Ru(bipyridine)(3)-donor-acceptor complexes was prepared where the donor-to-chromophore and acceptor-to-chromophore methylene chain lengths were varied. Time-resolved absorption studies were performed to elucidate intramolecular electron transfer rates. The electron donor in the above series is a phenothiazine moiety Linked to a bipyridine by a (-CH2-)(p), p = 3-8 chain, and the electron acceptor is an N,N'-diquaternary-2,2'-bipyridinium moiety Linked to a bipyridine by a (-CH2-)(m), m = 2, 3, 4 chain. Oxidative quenching of the Ru(bipyridine)(3) metal-to-ligand charge transfer (MLCT) state followed by phenothiazine-to-ruthenium electron transfer resulted in a long-lived charge-separated state. A wavelength-dependent excitation resulted in a slowly decaying absorption which is assigned to the excited-state phenothiazine. The magnitude of this component in the transient absorption serves as an internal standard for determining relative quantum yield for formation of the charge-separated state. Marcus inverted region behavior was observed in back electron transfer. Rate constants for electron transfer from phenothiazine to Ru(III) decreased as the length of the bridging chain increased from p = 4 to 8. Chain length independence of the back electron transfer rate in the series of complexes with varied chromophore-acceptor distances (m = 2, 3, and 4) suggests the formation of an association complex during oxidative quenching of MLCT state and argues against a sigma-bond superexchange pathway for back electron transfer.

  DOI：

  10.1021/j100017a038

文献信息

• ENZYMES IMMOBILIZED IN HYDROPHOBICALLY MODIFIED POLYSACCHARIDES
  申请人：ST. LOUIS UNIVERSITY

  公开号：EP1946397A2

  公开（公告）日：2008-07-23
• IMMOBILIZED ENZYMES AND USES THEREOF
  申请人：Akermin, Inc.

  公开号：EP2158627A2

  公开（公告）日：2010-03-03
• ORGANELLES IN BIOANODES, BIOCATHODES, AND BIOFUEL CELLS
  申请人：Minteer Shelley D.

  公开号：US20090305089A1

  公开（公告）日：2009-12-10

  Bioanodes, biocathodes, and biofuel cells comprising an electron conductor, at least one anode organelle or cathode organelle, and an organelle immobilization material. The anode organelle is capable of reacting with a fuel fluid to produce an oxidized form of the fuel fluid, and capable of releasing electrons to the electron conductor. The cathode organelle is capable of reacting with an oxidant to produce water, and capable of gaining electrons from the electron conductor. The organelle immobilization material for both the anode organelle and the cathode organelle is capable of immobilizing the organelle, and is permeable to the fuel fluid and/or the oxidant. In various embodiments, the organelle immobilization material is further capable of stabilizing the organelle.
• [EN] ENZYMES IMMOBILIZED IN HYDROPHOBICALLY MODIFIED POLYSACCHARIDES<br/>[FR] ENZYMES IMMOBILISEES DANS DES POLYSACCHARIDES MODIFIES DE MANIERE HYDROPHOBE
  申请人：UNIV ST LOUIS

  公开号：WO2007056666A2

  公开（公告）日：2007-05-18

  (EN) Bioanodes, biocathodes, biofuel cells, immobilized enzymes and immobilization materials comprising a micellar hydrophobically modified polysaccharide are disclosed. In particular, the micellar hydrophobically modified polysaccharide can be a hydrophobically modified chitosan or a hydrophobically modified alginate.(FR) La présente invention concerne des bioanodes, des biocathodes, des piles à combustible biologiques, des enzymes immobilisées et des matériaux d'immobilisation comprenant un polysaccharide micellaire modifié de manière hydrophobe. En particulier ce polysaccharide micellaire modifié de manière hydrophobe peut-être un chitosane modifié de manière hydrophobe ou un alginate modifié de manière hydrophobe.
• [EN] ORGANELLES IN BIOANODES, BIOCATHODES, AND BIOFUEL CELLS<br/>[FR] ORGANELLES DE BIOANODES, DE BIOCATHODES ET DE CELLULES À BIOCARBURANT
  申请人：AKERMIN INC

  公开号：WO2008082694A2

  公开（公告）日：2008-07-10

  [EN] Bioanodes, biocathodes, and biofuel cells comprising an electron conductor, at least one anode organelle or cathode organelle, and an organelle immobilization material. The anode organelle is capable of reacting with a fuel fluid to produce an oxidized form of the fuel fluid, and capable of releasing electrons to the electron conductor. The cathode organelle is capable of reacting with an oxidant to produce water, and capable of gaining electrons from the electron conductor. The organelle immobilization material for both the anode organelle and the cathode organelle is capable of immobilizing the organelle, and is permeable to the fuel fluid and/or the oxidant. In various embodiments, the organelle immobilization material is further capable of stabilizing the organelle.
  [FR] L'invention porte sur des bioanodes, des biocathodes et des cellules à biocarburant comprenant: un conducteur d'électrons, au moins une organelle anode ou une organelle cathode et un matériau d'immobilisation des organelles. L'organelle anode est capable de réagir avec un carburant liquide pour produire une forme oxydée du carburant liquide, et capable de libérer des électrons dans le conducteur d'électrons. L'organelle cathode est capable de réagir avec un oxydant pour produire de l'eau et capable de récolter les électrons du conducteur d'électrons. Le matériau d'immobilisation des organelles anode et cathode est perméable au carburant liquide et/ou à l'oxydant. Dans différentes exécutions, le matériau d'immobilisation des organelles peut également les stabiliser.