1-(5-叔丁基-1H-吡唑-3-基)异喹啉 | 874759-59-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 中文名称: 1-(5-叔丁基-1H-吡唑-3-基)异喹啉
• 英文名称: 1-(5-tert-butyl-2H-pyrazol-3-yl)isoquinoline
• 英文别名: 3-tret-butyl-5-(2-isoquinolyl)pyrazol；(bpiq)H；bqpzH；1-(5-tert-butyl-2H-pyrazol-3-yl)-isoquinoline；1-(5-tert-Butyl-1H-pyrazol-3-yl)isoquinoline
• CAS: 874759-59-8；1181864-36-7
• 化学式: C₁₆H₁₇N₃
• 分子量: 251.331
• InChiKey: IZOVXPOCCPKGHH-UHFFFAOYSA-N

物化性质

• 沸点：
  440.4±33.0 °C(Predicted)
• 密度：
  1.140±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  41.6
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(5-叔丁基-1H-吡唑-3-基)异喹啉 、 (1-(2,4-difluorophenyl)-1H-pyrazole)₂Ir(μ-Cl)₂Ir(1-(2,4-difluorophenyl)-1H-pyrazole)₂ 在 Na₂CO₃ 作用下， 以 乙二醇甲醚 为溶剂， 生成 [(1-(2,4-difluorophenyl)pyrazole(1-))2Ir(3-tret-butyl-5-(2-isoquinolyl)pyrazolate)]
  参考文献：
  名称：

  Color tuning associated with heteroleptic cyclometalated Ir(iii) complexes: influence of the ancillary ligand

  摘要：

  我们报告了一系列新的杂齿三价铱金属配合物的制备，这些配合物由两个环金属化的1-(2,4-二氟苯基)吡唑配体（dfpz）H和第三个辅助双齿配体（L^X）螯合而成。这种复杂设计的核心概念在于，环金属化的dfpz配体在这些铱配合物中总是能够形成更大的ππ*能隙。因此，最低的一电子激发会占据辅助L^X配体的π*轨道，其功能化则被用于微调磷光发射波长。在设计的L^X配体中，可以将三种类别（系列1-3）进行分类，通过以下方式观察到显著的红移现象：（i）在苯醇配合物中，将2-苯并恶唑-2-基取代基（1a）替换为2-苯并噻唑-2-基（1b）；（ii）在吡唑配合物中，将吡啶基（2a）转化为吡唑基（2b），甚至转变为异喹啉基（2c）；（iii）将苯并咪唑配体的π-共轭从3a扩展到3b。对配合物[(dfpz)Ir(bzpz)] (2b)进行了单晶X射线衍射研究，以确认其一般分子结构。配合物2b还被用作示例，采用直接热蒸发技术制造多层发光绿色磷光OLED。

  DOI：

  10.1039/b700998d

文献信息

• Pt complexes as phosphorescent emitters in the fabrication of organic light emitting diodes
  申请人：National Tsing Hua University

  公开号：US07002013B1

  公开（公告）日：2006-02-21

  A series of Pt(II) complexes having the following formula are disclosed: X1 and X2 independently are C or N, X1 can also locate at another position of the hexagonal ring, when X1 is N; R1 is H, C1–C8 alkyl, or C1–C4 perfluoroalkyl, R2 is H, R1 and R2 together are C4–C8 alkylene, or R1 and R2 together are bridged carbocyclic C4–C12 alkylene, when X2 is C; R1 is H, C1–C8 alkyl, or C1–C4 perfluoroalkyl, and R2 is omitted, when X2 is N; R7 is H or methyl, and R8 is omitted, when X1 is N; R7 is H or methyl, R8 is H or methyl, or R7 and R8 together are when X1 is C.

  揭示了具有以下公式的一系列Pt(II)络合物：X1和X2独立地是C或N，当X1为N时，X1也可以位于六角环的另一个位置；R1是H，C1-C8烷基或C1-C4全氟烷基，R2是H，R1和R2一起是C4-C8烷基，或者R1和R2一起是桥接的碳环C4-C12烷基，当X2为C时；R1是H，C1-C8烷基或C1-C4全氟烷基，而R2被省略，当X2为N时；R7是H或甲基，R8被省略，当X1为N时；R7是H或甲基，R8是H或甲基，或者R7和R8一起是当X1为C时。
• Room-temperature NIR phosphorescence of new iridium (III) complexes with ligands derived from benzoquinoxaline
  作者：Hsing-Yi Chen、Cheng-Han Yang、Yun Chi、Yi-Ming Cheng、Yu-Shan Yeh、Pi-Tai Chou、Hsi-Ying Hsieh、Chao-Shiuan Liu、Shie-Ming Peng、Gene-Hsiang Lee

  DOI：10.1139/v05-253

  日期：2006.2.1

  A new series of new iridium (III) complexes (1–5) bearing ligands derived from benzoquinoxaline were designed and synthesized. X-ray structural analyses of 1 reveal a distorted octahedral geometry around the Ir atom in which the pyrazolate chelate is located opposite to the cis-oriented carbon donor atoms of benzoquinoxaline, while the benzoquinoxaline ligands adopt an eclipse configuration and their

  设计并合成了一系列新的带有来自苯并喹喔啉的配体的新型铱 (III) 配合物 (1??5)。1 的 X 射线结构分析揭示了 Ir 原子周围扭曲的八面体几何形状，其中吡唑啉螯合物位于苯并喹喔啉的顺式碳供体原子对面，而苯并喹喔啉配体采用日蚀构型及其配位的氮原子和碳分别采用反式和顺式定向。配合物 1??5 表现出中等的 NIR 磷光，峰值最大值位于 910??930 nm 附近。在 TDDFT 方法的支持下，转变主要涉及苯并喹喔啉 3π??π* 配体内电荷转移 (ILCT) 和金属 (Ir) 到苯并喹喔啉电荷转移 (MLCT)，其中的光谱学和弛豫动力学已得到彻底研究。
• DIBENZOTHIOPHENE-CONTAINING MATERIALS IN PHOSPHORESCENT LIGHT EMITTING DIODES
  申请人：Lin Chun

  公开号：US20120012829A1

  公开（公告）日：2012-01-19

  A new class of dibenzothiophene and/or dibenzofuran-containing compounds are provided. The new compounds may be useful in organic light emitting devices, particularly as the host of an emissive layer having a host and an emissive dopant, or as a material in an enhancement layer.

  提供了一种新的含有二苯并噻吩和/或二苯并呋喃的化合物类。这些新化合物可能在有机发光器件中有用，特别是作为具有主机和发射掺杂剂的发射层的主机，或作为增强层中的材料。
• New insights into the aggregation of silver pyrazolides using sterically hindered bidentate pyrazole ligands
  作者：James J. Henkelis、Colin A. Kilner、Malcolm A. Halcrow

  DOI：10.1039/c1cc00054c

  日期：——

  Recrystallisation of Ag[L1] (HL1 = 35}-[pyrid-2-yl]-53}-tert-butylpyrazole) in the presence of halide anions leads to two polymorphs of [Ag3(μ-Br)(μ-L1)2], which differ in their mode of supramolecular association, and the cluster [Ag10(μ-L1)8]Cl2. In contrast, Ag[L2] (HL2 = 35}-[isoquinol-1-yl]-53}-tert-butyl-pyrazole) crystallises as a cyclic tetrameric molecule.

  Ag[L1]（HL1 = 35}-[吡啶-2-基]-53}-叔丁基吡唑）在卤化物阴离子存在下重结晶会产生两种多晶体[Ag3(μ-Br)(μ-L1)2]，它们的超分子结合方式不同，并产生簇[Ag10(μ-L1)8]Cl2。相反，Ag[L2]（HL2 = 35}-[异喹啉-1-基]-53}-叔丁基吡唑）以环状四聚分子的形式结晶。
• Platinum(II) Complexes with Pyridyl Azolate-Based Chelates:  Synthesis, Structural Characterization, and Tuning of Photo- and Electrophosphorescence
  作者：Sheng-Yuan Chang、Jakka Kavitha、Shih-Wen Li、Chan-Shou Hsu、Yun Chi、Yu-Shan Yeh、Pi-Tai Chou、Gene-Hsiang Lee、Arthur J. Carty、Yu-Tai Tao、Chin-Hsiung Chien

  DOI：10.1021/ic051393b

  日期：2006.1.1

  A new series of luminescent platinum(II) azolate complexes with a formula of [Pt(N Lambda N)(2)], in which N Lambda N = mppz (1), bppz (2a), bzpz (2b), bmpz (2c), bqpz (2d), fppz (3a), hppz (3b), bptz (4), hptz (5), were synthesized, and their photophyscial properties were examined. Single-crystal X-ray diffraction studies of 2c: and 3b revealed a planar molecular geometry, in which the N Lambda N chelates adopt a trans configuration and show notable interligand C-(HN)-N-... hydrogen bonding within the complex. Interesting intermolecular interactions were observed in the solid state. Complex 2c formed a slipped-stack structure with a (PtPt)-Pt-... separation distance of 6.432 angstrom, while complex 3b showed a columnar stacking with the molecules oriented in an alternating order in relation to the chain axis, giving a much reduced (PtPt)-Pt-... distance of 3.442 angstrom. The lowest absorption band for all complexes revealed strong state mixings between the singlet and triplet (MLCT and intraligand pi pi*) manifolds. Complexes 1 and 2 showed mixed (MLCT)-M-3 and (3)pi pi phosphorescence in fluid solution. While radiationless deactivation was apparently dominant for complxes 3-5 in solution, resulting in rather weak emission, strong phosphorescence was observed in the room-temperature solid state with the peak wavelength being significantly red shifted compared to that in solution. The emission nature has been tentatively assigned to be (MMLCT)-M-3 in character. OLED devices with a multilayer configuration of ITO/NPB/CBP:2a/BCP/Alq(3)/LiF/Al were successfully fabricated using a CBP layer doped with various amount of 2a, ranging from 6 to 100%, as the emitting layer. A substantial red shift with increasing doping concentrations was observed in electroluminescence. With a neat film of 2a, the device showed a green emission with lambda(max) at 556 nm and an external QE of similar to 1.6% at a driving current of 20 mA. Similarly, for the device using a neat film of 3a, an electroluminescence centered at 616 nm with a slightly reduced external QE of similar to 2.1% was recorded. Aggregation of platinum(II) complexes in the solid state was proposed to account for the large red-shift in electroluminescence.