1-(2,6-dimethylphenoxy)-4-phenylphthalazine | 1359052-80-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 1-(2,6-dimethylphenoxy)-4-phenylphthalazine
• 英文别名: 1-(2,6-Dimethylphenoxy)-4-phenylphthalazine
• CAS: 1359052-80-4
• 化学式: C₂₂H₁₈N₂O
• 分子量: 326.398
• InChiKey: XNXHYOMKTMHVSD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  35
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  iridium(III) chloride trihydrate 、 1-(2,6-dimethylphenoxy)-4-phenylphthalazine 以 乙二醇乙醚 、 水 为溶剂， 生成
  参考文献：
  名称：

  Novel colorimetric phosphorescent chemodosimeter for Hg2+ based iridium(III) complex with phosphonodithioate auxiliary ligand

  摘要：

  A colorimetric phosphorescent iridium(III) complex chemodosimeter (Ir1) for Hg2+ has been prepared and confirmed by NMR, MS, and crystal data, which displays a high selectivity and antidisturbance for Hg2+ among relevant metal ions. The solution color changed from orange to light yellow as soon as 1 equiv of Hg2+ was added. Phosphorescent studies show that the luminescence intensity in 599 nm decreased to ca. 13%, while the luminescence intensity in 465 nm increased to ca. 217%. The ratio of Ir1 responding to Hg2+ was determined to be 1: 1 by UV-vis absorption and phosphorescent emission measurements. Further study demonstrates the detection limit on phosphorescent response of the sensor to Hg2+ is down to 10(-6) M range. The mechanism study shows that the interaction between the S atom of ancillary ligand and Hg2+ is responsible for the highly selective and sensitive phosphorescent senor for Hg2+. (C) 2012 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2012.11.014

文献信息

• Syntheses and properties of cyclometalated ruthenium(II) complexes with 1,10-phenanthroline and phenylphthalazine ligands
  作者：Jiao Ji、Guo-Qiang Li、Ya-Qin Xu、Ai-Quan Jia、Qian-Feng Zhang

  DOI：10.1515/znb-2018-0211

  日期：2019.3.26

  Treatment of cis-[RuCl₂(phen)₂]·2H₂O (phen=1,- 10-phenanthroline) with 1-(2,6-diisopropylphenoxy)-4-phenylphthalazine (HL1) or 1-(2,6-dimethylphenoxy)-4-phenylphthalazine (HL2) in the presence of AgPF₆ afforded two cyclometalated ruthenium(II) complexes, [Ru(κ ²-C,N-L1)(phen)₂](PF₆) (1) and [Ru(κ ²-C,N-L2)(phen)₂](PF₆) (2), respectively. The two complexes have been characterized by UV–vis and luminescence spectroscopy. The structure of 1·1.5H₂O has been determined by single-crystal X-ray diffraction.

  在AgPF₆的存在下，用1-(2,6-二异丙基苯氧基)-4-苯基邻菲啰啉(HL1)或1-(2,6-二甲基苯氧基)-4-苯基邻菲啰啉(HL2)处理-[RuCl₂(phen)₂]·2H₂O(phen=1,-10-邻菲啰啉)生成两个环金属化钌(II)配合物，分别为[Ru(κ²-C,N-L1)(phen)₂](PF₆) (1)和[Ru(κ²-C,N-L2)(phen)₂](PF₆) (2)。这两个配合物已经通过UV-vis和荧光光谱学进行了表征。单晶X射线衍射确定了1·1.5H₂O的结构。

• Novel Cyclometalated Iridium(III) Xanthate Complexes and Their Phosphorescence Behavior in the Presence of Metal Ions
  作者：Bihai Tong、Yaqing Xu、Jiayan Qiang、Man Zhang、Qunbo Mei、Hengshan Wang、Qian-Feng Zhang

  DOI：10.5560/znb.2012-0119

  日期：2012.9.1

  Two cyclometalated iridium(III) complexes, Ir(dpppz)(ppz)(ipx) and Ir(ppz)₂(ipx) (dpppzH=1- (2,6-dimethylphenoxy)-4-phenylphthalazine, ppzH=4-phenylphthalazinone, ipx=isopropyl xanthate), have been synthesized and characterized by single-crystal X-ray diffraction. The photophysical properties of the two complexes were also investigated. Ir(dpppz)(ppz)(ipx) shows orange-red emission at around 606 nm with a phosphorescence quantum yield of ca. 0.0032 and an emission lifetime of 188 ns, while Ir(ppz)₂(ipx) shows orange-red emission at around 599 nm with a phosphorescence quantum yield of ca. 0.00318 and an emission lifetime of 259 ns. The phosphorescence behavior of Ir(ppz)₂(ipx) towards different metal cations has also be studied. Its strong phosphorescence is quenched by Hg²⁺, Cu²⁺ and Ag⁺ cations. The interaction ratio with Hg²⁺ is 1:1

  我们合成了两种环甲基化铱（III）配合物 Ir(dpppz)(ppz)(ipx) 和 Ir(ppz)2(ipx)（dpppzH=1- (2,6-二甲基苯氧基)-4-苯基酞嗪，ppzH=4-苯基酞嗪酮，ipx=黄原酸异丙酯），并利用单晶 X 射线衍射对其进行了表征。同时还研究了这两种配合物的光物理特性。Ir(dpppz)(ppz)(ipx)在波长 606 nm 左右发出橙红色光，磷光量子产率约为 0.0032，发射寿命为 188 ns；Ir(ppz)2(ipx)在波长 599 nm 左右发出橙红色光，磷光量子产率约为 0.00318，发射寿命为 259 ns。我们还研究了 Ir(ppz)2(ipx)对不同金属阳离子的磷光行为。它的强磷光被 Hg2+、Cu2+ 和 Ag+ 阳离子淬灭。与 Hg2+ 的相互作用比为 1:1
• Highly sensitive colorimetric phosphorescent chemodosimeter for Hg2+ based iridium(III) complex with (Ph2PS)2N auxiliary ligand
  作者：Bihai Tong、Ye Zhang、Zhao Han、Dongyang Chen、Qian-Feng Zhang

  DOI：10.1016/j.inoche.2012.11.014

  日期：2013.2

  A colorimetric phosphorescent iridium(III) complex chemodosimeter (Ir1) for Hg2+ has been prepared and confirmed by NMR, MS, and crystal data, which displays a high selectivity and antidisturbance for Hg2+ detection among relevant metal ions. Phosphorescent studies show that the luminescence intensity at 598 nm decreased to ca. 12%, while the luminescence intensity in 441 nm increased to ca. 195%. The ratio of Ir1 responding to Hg2+ was determined to be 1:1 by UV-vis absorption and phosphorescent emission measurements. Further study demonstrates that the detection limit on phosphorescent response of the sensor to Hg2+ is down to 10(-6) M range. The mechanism study shows that the interaction between the S atom of ancillary ligand and Hg2+ is responsible for the highly selective and sensitive phosphorescent senor for Hg2+. (C) 2012 Elsevier B.V. All rights reserved.
• Novel colorimetric phosphorescent chemodosimeter for Hg2+ based iridium(III) complex with phosphonodithioate auxiliary ligand
  作者：Bihai Tong、Man Zhang、Zhao Han、Qunbo Mei、Qianfeng Zhang

  DOI：10.1016/j.jorganchem.2012.11.014

  日期：2013.1

  A colorimetric phosphorescent iridium(III) complex chemodosimeter (Ir1) for Hg2+ has been prepared and confirmed by NMR, MS, and crystal data, which displays a high selectivity and antidisturbance for Hg2+ among relevant metal ions. The solution color changed from orange to light yellow as soon as 1 equiv of Hg2+ was added. Phosphorescent studies show that the luminescence intensity in 599 nm decreased to ca. 13%, while the luminescence intensity in 465 nm increased to ca. 217%. The ratio of Ir1 responding to Hg2+ was determined to be 1: 1 by UV-vis absorption and phosphorescent emission measurements. Further study demonstrates the detection limit on phosphorescent response of the sensor to Hg2+ is down to 10(-6) M range. The mechanism study shows that the interaction between the S atom of ancillary ligand and Hg2+ is responsible for the highly selective and sensitive phosphorescent senor for Hg2+. (C) 2012 Elsevier B. V. All rights reserved.