2-(2',4'-difluorophenyl)-4-chloropyridine | 863878-64-2

• 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: 2-(2',4'-difluorophenyl)-4-chloropyridine
• 英文别名: 4-chloro-2-(2,4-difluorophenyl)pyridine；2-(2,4-Difluorophenyl)-4-chloropyridine
• CAS: 863878-64-2
• 化学式: C₁₁H₆ClF₂N
• 分子量: 225.625
• InChiKey: RDTHGJVLOUAWTD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(2',4'-difluorophenyl)-4-chloropyridine 在 sodium carbonate 作用下， 以 乙二醇乙醚 、 水 、 1,2-二氯乙烷 为溶剂， 反应 36.0h， 生成
  参考文献：
  名称：

  Efficient blue and bluish-green iridium phosphors: Fine-tuning emissions of FIrpic by halogen substitution on pyridine-containing ligands

  摘要：

  Three new iridium compounds, 4-F-FIrpic, 4-Cl-FIrpic and 4-Br-FIrpic, were designed and synthesized by introducing the F, Cl and Br atoms to the 4-position of pyridine ring in the frame of sky-blue emitter, FIrpic. Adding F atom stabilizes the HOMO level of FIrpic but keeps the LUMO level of FIrpic almost unchanged, which consequently broadens the HOMO-LUMO gap of FIrpic and finely tunes the emission to 465 nm of 4-F-FIrpic from 470 nm of FIrpic. In contrast, introducing of Cl and Br atoms simultaneously lowers the HOMO and LUMO levels of FIrpic, which brings about the squeeze of HOMO-LUMO gap in FIrpic and makes the emissions of 4-Cl-FIrpic and 4-Br-FIrpic red-shift to 475 and 479 nm, respectively. The phosphorescent organic light-emitting devices using the three iridium compounds as dopants were fabricated with the following configuration: ITO/MoO3/TAPC/TCTA: dopants/Tm/LiF/Al. The device based on 4-F-FIrpic showed a blue emission with the Commission Internationale de L'Eclairage coordinate of (0.15, 0.28), and revealed rather high efficiencies, with maximum current efficiency of 29 cd A(-1), power efficiency of 29 lm W-1 and external quantum efficiency of 14.6%. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.orgel.2013.09.026
• 作为产物：
  描述：

  2-(2,4-difluorophenyl)pyridine 1-oxide 在 三乙烯二胺 、 盐酸 、 三氟甲磺酸酐 作用下， 以 乙酸乙酯 、 乙腈 为溶剂， 以61%的产率得到2-(2',4'-difluorophenyl)-4-chloropyridine
  参考文献：
  名称：

  4-官能化吡啶的区域选择性合成

  摘要：

  4-官能化吡啶是各个领域的独特支架。吡啶的 C-4 选择性官能化可能是吡啶衍生物最方便的方案。然而，由于吡啶的惰性和区域选择性的挑战，该反应仍未被探索。在此，我们报道了以 DABCO 和 TfO 作为区域选择性控制器对吡啶氧化物进行芳香族 C-4 选择性官能化。试剂的商业可用性、对官能团的良好耐受性和简单的操作性使其成为一种有前途的 4-官能化吡啶方法。机理研究表明-(4-吡啶基)-DABCO盐是关键中间体，CFSO基团和DABCO的大空间位阻是C-4选择性的根源。该中间体可以作为实现 C-X、C-N、C-O、C-S 和 C-P 键形成的通用句柄。

  DOI：

  10.1016/j.chempr.2023.10.015

文献信息

• Electroluminescent iridium compounds and devices made therefrom
  申请人：E. I. du Pont de Nemours and Company

  公开号：US07816016B1

  公开（公告）日：2010-10-19

  Provided are complexes of the formula: where R1 is H, R4, OR4, N(R4)2 or CHAr2; R2 is H, CnF2n+1, CnF2n+1 SO2, COOR4, or CN; R3 is H, CnF2n+1, CnF2n+1SO2, COOR4, or CN; R4 is the same or different at each occurrence and is H, alkyl, or aryl, or adjacent R4 groups can join together to form a 5- or 6-membered ring, or adjacent R4 groups can join together to form a 5- or 6-membered ring; or adjacent R4 groups can join together to form a multicyclic moiety; each Ar is independently an aryl group; L′ is a polydentate ligand that is not a phenylpyridine, phenylpyrimidine, or phenylquinoline; L″ is a monodentate ligand, and is not a phenylpyridine, and phenylpyrimidine, or phenylquinoline; m is 1, 2 or 3; n is an integer from 1 through 20; y is 0, 1 or 2; and z is 0 or an integer from 1 through 4; with the proviso that the compound is charge neutral and the iridium is hexacoordinate.

  提供的配合物的化学式为：其中R1为H，R4，OR4，N（R4）2或CHAr2; R2为H，CnF2n+1，CnF2n+1 SO2，COOR4或CN; R3为H，CnF2n+1，CnF2n+1SO2，COOR4或CN; R4在每次出现时相同或不同，为H，烷基或芳基，或相邻的R4基团可以结合在一起形成5或6元环，或相邻的R4基团可以结合在一起形成5或6元环；或相邻的R4基团可以结合在一起形成多环基团；每个Ar独立地为芳基基团；L'为不是苯基吡啶，苯基嘧啶或苯基喹啉的多齿配体；L''为单齿配体，不是苯基吡啶，苯基嘧啶或苯基喹啉；m为1，2或3；n为1至20的整数；y为0，1或2；z为0或1至4的整数；但化合物是带电中性的，铱是六配位的。
• Phosphorescent material
  申请人：Herron Norman

  公开号：US20050196637A1

  公开（公告）日：2005-09-08

  An organmetallic complex, a method of preparing this composition of matter, and an electronic device including the complex. The organometallic complex comprising: at least one transition metal, at least one first monoanionic bidentate ligand coordinated through a nitrogen on a heteroaromatic ring and a carbon, and at least one second ligand selected from a hydride and a ligand coordinated through a carbon atom which is part of an aromatic group. The electronic device of the invention includes a photoactive layer, electrode and/or an electron transport layer that contains at least one organometallic complex described above.

  一种有机金属络合物、一种制备该物质组合物的方法以及一种包括该络合物的电子器件。有机金属络合物包括：至少一种过渡金属，至少一种通过杂芳香环上的氮和碳配位的第一单阴离子双齿配体，以及至少一种选自氢化物和通过芳香基团中的碳原子配位的配体的第二配体。本发明的电子装置包括光活性层、电极和/或电子传输层，其中至少含有一种上述有机金属复合物。
• US7320835B2
  申请人：——

  公开号：US7320835B2

  公开（公告）日：2008-01-22
• US7816016B1
  申请人：——

  公开号：US7816016B1

  公开（公告）日：2010-10-19