2,6-bis[2'-(7'-azaindolyl)]pyridine | 612838-98-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯并吡啶类
• 英文名称: 2,6-bis[2'-(7'-azaindolyl)]pyridine
• 英文别名: H2bap；2-[6-(1H-pyrrolo[2,3-b]pyridin-2-yl)pyridin-2-yl]-1H-pyrrolo[2,3-b]pyridine
• CAS: 612838-98-9
• 化学式: C₁₉H₁₃N₅
• 分子量: 311.346
• InChiKey: XJWCQGWDAPHJOD-UHFFFAOYSA-N

物化性质

• 密度：
  1.386±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  70.2
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,6-bis[2'-(7'-azaindolyl)]pyridine 、 水 、 二苯基氯化铅 在 n-BuLi 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 以63%的产率得到
  参考文献：
  名称：

  Novel Phosphorescent Cyclometalated Organotin(IV) and Organolead(IV) Complexes of 2,6-Bis(2‘-indolyl)pyridine and 2,6-Bis[2‘-(7-azaindolyl)]pyridine

  摘要：

  Four novel five-coordinated Sn(IV) and Pb(IV) complexes of 2,6-bis(2'-indolyl)pyridine (H(2)bip) and 2,6-bis[2'-(7-azaindolyl)lpyridine (H(2)bap) were synthesized. These four complexes have the formulas Sn(bip)Ph-2 (1), Sn(bap)Ph-2 (2), Pb(bip)Ph-2 (3), and Pb(bap)Ph-2 (4), respectively. The structures were determined by single-crystal X-ray diffraction. In the complexes, the metal centers are tridentately chelated by the bip or the bap ligand and further coordinated by two phenyl groups, resulting in a distorted-trigonal-bipyramidal geometry. These complexes display interesting extended pi-pi stack structures in the solid state. Complexes 1 and 2 are luminescent at room temperature in solution and the solid state. At 77 K in THF solution, all four complexes display both blue-green fluorescent and orange-red phosphorescent emissions, which originate from ligand-centered pi-->pi* transitions. The Sn(IV) and Pb(IV) centers play a key role in enhancing phosphorescent emission of the bip and bap ligands.

  DOI：

  10.1021/om030404a

文献信息

• Novel Phosphorescent Cyclometalated Organotin(IV) and Organolead(IV) Complexes of 2,6-Bis(2‘-indolyl)pyridine and 2,6-Bis[2‘-(7-azaindolyl)]pyridine
  作者：Wen-Li Jia、Qin-De Liu、Ruiyao Wang、Suning Wang

  DOI：10.1021/om030404a

  日期：2003.9.1

  Four novel five-coordinated Sn(IV) and Pb(IV) complexes of 2,6-bis(2'-indolyl)pyridine (H(2)bip) and 2,6-bis[2'-(7-azaindolyl)lpyridine (H(2)bap) were synthesized. These four complexes have the formulas Sn(bip)Ph-2 (1), Sn(bap)Ph-2 (2), Pb(bip)Ph-2 (3), and Pb(bap)Ph-2 (4), respectively. The structures were determined by single-crystal X-ray diffraction. In the complexes, the metal centers are tridentately chelated by the bip or the bap ligand and further coordinated by two phenyl groups, resulting in a distorted-trigonal-bipyramidal geometry. These complexes display interesting extended pi-pi stack structures in the solid state. Complexes 1 and 2 are luminescent at room temperature in solution and the solid state. At 77 K in THF solution, all four complexes display both blue-green fluorescent and orange-red phosphorescent emissions, which originate from ligand-centered pi-->pi* transitions. The Sn(IV) and Pb(IV) centers play a key role in enhancing phosphorescent emission of the bip and bap ligands.