6-(1H-tetrazol-5-yl)-4,4′-dimethyl-2,2′-bipyridine | 1451051-93-6

• 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: 6-(1H-tetrazol-5-yl)-4,4′-dimethyl-2,2′-bipyridine
• 英文别名: 5-(4,4'-dimethyl-2,2'-bipyridine-6-yl)-1,2,3,4-1H-tetrazole；6-(1H-tetrazole-5-yl)-4,4'-dimethyl-2,2'-bipyridine；4-methyl-2-(4-methylpyridin-2-yl)-6-(2H-tetrazol-5-yl)pyridine
• CAS: 1451051-93-6
• 化学式: C₁₃H₁₂N₆
• 分子量: 252.278
• InChiKey: HFDCROHXYOQTJB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  80.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  potassium tetrachloroplatinate 、 6-(1H-tetrazol-5-yl)-4,4′-dimethyl-2,2′-bipyridine 以 水 、 乙腈 为溶剂， 反应 48.0h， 生成 Pt(tmbpy)Cl
  参考文献：
  名称：

  Luminescent mononuclear Pt(II) chloride complexes with C-linked 2,2′-bipyridyl tetrazole terdentate chelating ligands

  摘要：

  Two new luminescent mononuclear Pt(II) chloride complexes possessing C-linked 2,2'-bipyridyl tetrazole terdentate chelating ligands, namely, Pt(tbpy)Cl (1) and Pt(tmbpy)Cl (2) (tbpyH = 6-(1H-tetrazol-5-yl)-2,2'-bipyridine; tmbpyH = 6-(1H-tetrazol-5-yl)-4,4'-dimethyl-2,2'-bipyridine), have been synthesized. and characterized. Complex 2 adopts a distorted square-planar geometry with a mono-anionic terdentate chelate tmbpy, and it presents a zigzag head-to-tail stacking array along the a axis with alternating Pt center dot center dot center dot Pt separations of 3.415 and 5.469 angstrom. For 2, a moderately intensive broad absorption band appears at 350-425 nm in dilute DMF solution, most likely assigned as the metal-to-ligand charge transfer (MLCT)-M-1 (Pt(5d) -> tmbpy) transition, mixed with some halide-to-ligand charge transfer (XLCT)-X-1 (Cl -> tmbpy) and intraligand (IL) (1)pi pi* transitions inside tmbpy. It is demonstrated that the solubilities and luininescence properties of 1 and 2 are markedly influenced by the substituents in the 4 and 4'-positions of the 2,2'-bipyridyl ring. The solid-state emissions of 1 and 2 are perhaps best attributable to the (MMLCT)-M-3/(XLCT)-X-3/(IL)-I-3.. states, as supported by TD-DFT calculation of 2. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.inoche.2013.02.003
• 作为产物：
  描述：

  6-cyano-4,4'-dimethyl-2,2'-bipyridine 在 sodium azide 、 sodium hydroxide 作用下， 以 甲苯 为溶剂， 反应 12.0h， 以83 g的产率得到6-(1H-tetrazol-5-yl)-4,4′-dimethyl-2,2′-bipyridine
  参考文献：
  名称：

  含氮双齿杂环取代的四唑类稀土配合物及其制 备方法

  摘要：

  本发明提供了一种如式1所示的新型含氮双齿杂环取代的四唑类稀土配合物LnL3：其中Ar为含氮双齿杂环；中心稀土离子Ln选自钇、镧、铈、镨、钕、钐、铕、钆、铽、镝、钬、铒、铥、镱、镥中的任意一种。本发明采用联吡啶四唑类三齿化合物或邻菲啰啉四唑类三齿化合物等含氮双齿杂环取代的四唑类三齿化合物作为单一配体，同时满足配位饱和，配合物中四唑基团作为负离子与中心稀土金属阳离子实现电荷平衡为电中性。所得稀土配合物的热稳定性高，适合蒸镀成膜工艺制成器件或溶液成膜工艺制成器件。制备方法具有产率高、产物纯度好、反应时间短，操作简单的优点，极大的降低了成本。

  公开号：

  CN103242354B

文献信息

• 含氮双齿杂环取代的四唑类稀土配合物及其制 备方法
  申请人：广东鑫钰新材料股份有限公司

  公开号：CN103242354B

  公开（公告）日：2016-04-27

  本发明提供了一种如式1所示的新型含氮双齿杂环取代的四唑类稀土配合物LnL3：其中Ar为含氮双齿杂环；中心稀土离子Ln选自钇、镧、铈、镨、钕、钐、铕、钆、铽、镝、钬、铒、铥、镱、镥中的任意一种。本发明采用联吡啶四唑类三齿化合物或邻菲啰啉四唑类三齿化合物等含氮双齿杂环取代的四唑类三齿化合物作为单一配体，同时满足配位饱和，配合物中四唑基团作为负离子与中心稀土金属阳离子实现电荷平衡为电中性。所得稀土配合物的热稳定性高，适合蒸镀成膜工艺制成器件或溶液成膜工艺制成器件。制备方法具有产率高、产物纯度好、反应时间短，操作简单的优点，极大的降低了成本。
• Luminescent mononuclear Eu(III) and Tb(III) complexes with bipyridyl-tetrazolate tridentate ligands
  作者：Jing-Lin Chen、Yan-Sheng Luo、Guo-Ping Gao、Jia-Li Zhao、Lu Qiu、Na Liu、Li-Hua He、Sui-Jun Liu、He-Rui Wen

  DOI：10.1016/j.poly.2016.06.019

  日期：2016.10

  A new series of four luminescent mononuclear Eu(III) and Tb(III) complexes with bipyridyl tetrazolate tridentate chelates, [Ln(tbpy) 2 (DMF)(H 2 O) 2 ](NO 3 ) and [Ln(tmbpy) 2 (DMF)(NO 3 )] (Ln = Eu(III) and Tb(III), DMF = N,N-dimethylformamide, tbpy and tmbpy denote the deprotonated 6-(1 H -tetrazole-5-yl)-2,2′-bipyridine and 6-(1 H -tetrazole-5-yl)-4,4′-dimethyl-2,2′-bipyridine, respectively), have

  新系列的四个发光单核Eu（III）和Tb（III）配合物与双吡啶基四唑酸酯三齿螯合物[Ln（tbpy）2（DMF）（H 2 O）2]（NO 3）和[Ln（tmbpy）2 （DMF）（NO 3）]（Ln = Eu（III）和Tb（III），DMF = N，N-二甲基甲酰胺，tbpy和tmbpy表示去质子化的6-（1 H-四唑-5-基）-2，合成并表征了2'-联吡啶和6-（1 H-四唑-5-基）-4,4'-二甲基-2,2'-联吡啶。每个Ln（III）离子显示一个扭曲的三棱柱三棱柱，带有两个单阴离子三齿螯合配体，源自四唑基环的NH去质子化，并且在2,2'-联吡啶基环中引入了两个甲基这对Ln（III）核的配位环境产生了重大影响，表明两个配位的水分子被一个螯合的硝酸根阴离子取代。两种Ln（III）配合物在室温下均以溶液和固态发射。结果表明，在2,2'-联吡啶基环中引入两个供电子甲基对Ln（III）配
• Luminescent mononuclear Pt(II) chloride complexes with C-linked 2,2′-bipyridyl tetrazole terdentate chelating ligands
  作者：Jing-Lin Chen、Xiu-Zhen Tan、Xiu-Xiu Chen、Jin-Yun Wang、Xing-Fu Cao、Li-Hua He、Jia-Yi Hua、He-Rui Wen

  DOI：10.1016/j.inoche.2013.02.003

  日期：2013.4

  Two new luminescent mononuclear Pt(II) chloride complexes possessing C-linked 2,2'-bipyridyl tetrazole terdentate chelating ligands, namely, Pt(tbpy)Cl (1) and Pt(tmbpy)Cl (2) (tbpyH = 6-(1H-tetrazol-5-yl)-2,2'-bipyridine; tmbpyH = 6-(1H-tetrazol-5-yl)-4,4'-dimethyl-2,2'-bipyridine), have been synthesized. and characterized. Complex 2 adopts a distorted square-planar geometry with a mono-anionic terdentate chelate tmbpy, and it presents a zigzag head-to-tail stacking array along the a axis with alternating Pt center dot center dot center dot Pt separations of 3.415 and 5.469 angstrom. For 2, a moderately intensive broad absorption band appears at 350-425 nm in dilute DMF solution, most likely assigned as the metal-to-ligand charge transfer (MLCT)-M-1 (Pt(5d) -> tmbpy) transition, mixed with some halide-to-ligand charge transfer (XLCT)-X-1 (Cl -> tmbpy) and intraligand (IL) (1)pi pi* transitions inside tmbpy. It is demonstrated that the solubilities and luininescence properties of 1 and 2 are markedly influenced by the substituents in the 4 and 4'-positions of the 2,2'-bipyridyl ring. The solid-state emissions of 1 and 2 are perhaps best attributable to the (MMLCT)-M-3/(XLCT)-X-3/(IL)-I-3.. states, as supported by TD-DFT calculation of 2. (C) 2013 Elsevier B.V. All rights reserved.