4,4'-diethoxy-2,2'-bipyridine | 53094-09-0

• 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'-diethoxy-2,2'-bipyridine
• 英文别名: 4,4'-diethoxy-[2,2']bipyridyl；4,4'-Diaethoxy-[2,2']bipyridyl；4,4'-diethylester-2,2'-bipyridine；4-ethoxy-2-(4-ethoxypyridin-2-yl)pyridine
• CAS: 53094-09-0
• 化学式: C₁₄H₁₆N₂O₂
• 分子量: 244.293
• InChiKey: VTWATEMKYKVGHB-UHFFFAOYSA-N

物化性质

• 沸点：
  373.9±37.0 °C(Predicted)
• 密度：
  1.099±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  44.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4,4'-diethoxy-2,2'-bipyridine 在 氢溴酸 作用下， 生成 4'-ethoxy-[2,2']bipyridyl-4-ol
  参考文献：
  名称：

  The Synthesis of Some 4,4'-Disubstituted 2,2'-Bipyridines¹

  摘要：

  DOI：

  10.1021/ja01544a042
• 作为产物：
  描述：

  4,4'-diethyloxy-2,2'-bipyridine 1,1'-dioxide 在 氯仿 、 三氯化磷 作用下， 生成 4,4'-diethoxy-2,2'-bipyridine
  参考文献：
  名称：

  The Synthesis of Some 4,4'-Disubstituted 2,2'-Bipyridines¹

  摘要：

  DOI：

  10.1021/ja01544a042

文献信息

• [EN] CYCLOMETALATED TRANSITION METAL DYES<br/>[FR] COLORANTS À MÉTAUX DE TRANSITION CYCLOMÉTALLATÉS
  申请人：UTI LIMITED PARTNERSHIP

  公开号：WO2012155247A1

  公开（公告）日：2012-11-22

  The present invention provides substituted cyclometalated dyes with wider absorbance bands in the visible spectrum. The compounds have hexacoordinate structures as shown in formula (I) where the central transition metal (M) is bonded to two substituted bipyridine ligands and a cyclometallated 2-phenylpyridine ligand. The R groups are as defined herein. Also provided are a method of manufacturing the dyes and the use of same in electric and photoelectric devices such as dye-sensitized solar cells (DSSC), organic light-emitting diodes (OLED), field effect transistors (FET) and photoelectrochemical (PEC) cells.

  本发明提供了在可见光谱范围内具有更宽吸收带的取代环金属染料。所述化合物具有如公式（I）所示的六配位结构，其中中心过渡金属（M）与两个取代双吡啶配体和一个环金属化的2-苯基吡啶配体结合。R基如本文所定义。还提供了染料的制备方法以及在电力和光电器件中的使用，例如染料敏化太阳能电池（DSSC）、有机发光二极管（OLED）、场效应晶体管（FET）和光电化学（PEC）电池。
• On the electronic structure of [Pt(4,4′-X2-bipy)Cl2]0/−/2−: an electrochemical and spectroscopic (UV/Vis, EPR, ENDOR) study
  作者：Eric J. L. McInnes、Robert D. Farley、Christopher C. Rowlands、Alan J. Welch、Lorenzo Rovatti、Lesley J. Yellowlees

  DOI：10.1039/a904658e

  日期：——

  A series of complexes of general formula [Pt(4,4′-X2-bipy)Cl2] (bipy = 2,2′-bipyridine; X = NH2, OEt, Me, H, Ph, Cl or CO2Me) has been prepared and their redox chemistry and UV/Vis spectroscopy examined. The half-wave potential of the first reduction process from cyclic voltammetry varies linearly with the Hammett parameter of X, and also with the MLCT maximum from UV/Vis spectroscopy. The first reduction processes of the complexes with X = OEt, Me, H, Ph, Cl or CO2Me are reversible and these complexes undergo a second quasi-reversible or irreversible reduction at potentials 580–760 mV more negative. The reduced, 17 e– species are characterised by EPR spectroscopy and the total platinum contribution (5d and 6p) to the SOMOs is calculated to be only ca. 7–12%. The bulk of the unpaired electron density is carried in the bipy ligand π* system and orientation-selective 1H ENDOR spectra of [Pt(4,4′-X2-bipy)Cl2]– (X = H or CO2Me) show that C5 and C5′ carry the greatest spin density among the four ring C(H) positions. The second reduction product of [Pt(4,4′-(CO2Me)2-bipy)Cl2] is EPR silent indicating spin-pairing of the two reduction electrons in the same orbital in this particular complex.

  我们制备了一系列通式为[Pt(4,4â²-X2-bipy)Cl2]（bipy = 2,2â²-联吡啶；X = NH2、OEt、Me、H、Ph、Cl 或 CO2Me）的配合物，并对其氧化还原化学反应和紫外/可见光谱进行了研究。循环伏安法得出的第一个还原过程的半波电位与 X 的哈米特参数成线性关系，也与紫外/可见光谱法得出的 MLCT 最大值成线性关系。X = OEt、Me、H、Ph、Cl 或 CO2Me 复合物的第一次还原过程是可逆的，这些复合物在负电位 580â760 mV 时会发生第二次准可逆或不可逆还原。还原后的 17 eâ 物种通过 EPR 光谱进行表征，计算得出铂对 SOMOs 的总贡献（5d 和 6p）仅为 7â12% 左右。大部分非配对电子密度由双吡配体Ï*系统携带，[Pt(4,4â²-X2-bipy)Cl2]â（X = H或CO2Me）的取向选择性ENDOR光谱显示，在四个环C（H）位置中，C5和C5â²携带的自旋密度最大。Pt(4,4â²-(CO2Me)2-bipy)Cl2]的第二个还原产物是 EPR 沉默的，表明在这个特殊的复合物中，两个还原电子在同一轨道上自旋配对。
• Nucleophilic attack upon coordinated heterocycles; definitive evidence for the enhanced electrophilicity of coordinated pyridines
  作者：Edwin C. Constable

  DOI：10.1016/s0020-1693(00)82537-2

  日期：1984.2

  2 L] n+ (L = 4,4′-disubstituted 2,2′-bipyridine). These reactions occur considerably more rapidly than those of the uncomplexed ligand, and provide direct evidence for the activation of pyridine based heterocycles towards nucleophilic attack by coordination to a metal ion.

  摘要制备了络合物[Ru（bipy）2（Cl 2 bipy）]（PF 6）2（Cl 2 bipy = 4,4'-dichloro-2,2'-bipyridine），并研究了其与亲核试剂的反应。该配合物非常容易与亲核试剂反应，并提供高产率的配合物[Ru（bipy）2 L] n +（L = 4,4'-双取代的2,2'-联吡啶）。这些反应比未络合配体的反应显着更快地发生，并提供直接证据证明吡啶基杂环通过与金属离子配位而向亲核进攻的活化。
• NOVEL SYNTHETIC PROCEDURE AND CANCER TREATMENT WITH CISPLATIN DERIVATIVES
  申请人：Spangelo Bryan L.

  公开号：US20130225546A1

  公开（公告）日：2013-08-29

  A method of reducing the in vivo viability of cancer cells selected from the group consisting of breast cancer cells, lung cancer cells, prostate cancer cells and melanoma cancer cells has steps of: a) identifying a prospective patient having cancer cells selected from the group consisting of breast cancer cells, lung cancer cells, prostate cancer cells and melanoma cancer cells; and b) administering a cisplatin derivative to the prospective patient so that the cisplatin derivative will contact the cancer cells; wherein the cisplatin derivative is a 4,4′-bis[RO]-2,2′-bipyridine)PtCl 2 where, R is selected from the group consisting of —(CH 2 ) n CH3 where n=2, 3, 4 or 5, and —(CH 2 ) n [O(CH 2 ) m ] y O(CH 2 ) z CH 3 where n=2, m=2, y=2, z=1. A novel synthetic process for the manufacture of these compounds (and their analogs) is also provided.

  一种减少乳腺癌细胞、肺癌细胞、前列腺癌细胞和黑色素瘤癌细胞在体内存活能力的方法，包括以下步骤：a) 识别患有乳腺癌细胞、肺癌细胞、前列腺癌细胞和黑色素瘤癌细胞中的一种或多种的潜在患者；和b) 向潜在患者给予顺铂衍生物，使顺铂衍生物接触到癌细胞；其中，顺铂衍生物是4,4'-双[RO]-2,2'-联吡啶)PtCl2，其中，R选自—(CH2)nCH3（其中n=2、3、4或5）和—(CH2)n[O(CH2)m]yO(CH2)zCH3（其中n=2、m=2、y=2、z=1）的群体中。同时提供一种制造这些化合物（及其类似物）的新型合成方法。
• Wasserphotolyse mit Hilfe von funktionellen Tris-(2,2?-bipyridin)ruthenium(II)-Komplexen
  作者：W. Nu�baumer、H. Gruber、G. F. Greber

  DOI：10.1007/bf00810082

  日期：1988.1