4,6-bis(diphenylphosphino)pyrimidine

• 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: 4,6-bis(diphenylphosphino)pyrimidine
• 英文别名: (6-Diphenylphosphanylpyrimidin-4-yl)-diphenylphosphane；(6-diphenylphosphanylpyrimidin-4-yl)-diphenylphosphane
• 化学式: C₂₈H₂₂N₂P₂
• 分子量: 448.444
• InChiKey: VDCLMMHUAUHFAY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  32
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  25.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4,6-bis(diphenylphosphino)pyrimidine 在 双氧水 作用下， 以 二氯甲烷 、 水 、 丙酮 为溶剂， 以92%的产率得到4,6-bis(diphenylphosphinyl)pyrimidine
  参考文献：
  名称：

  Synthesis and luminescence of binuclear lanthanide complexes with 4,6-bis(diphenylphosphino)pyrimidine dioxide as a bridging ligand

  摘要：

  DOI：

  10.1016/j.poly.2022.116251
• 作为产物：
  描述：

  4,6-二氯嘧啶 、 二苯基膦 在 lithium 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以63.1%的产率得到4,6-bis(diphenylphosphino)pyrimidine
  参考文献：
  名称：

  Pyridyl- and pyrimidyl-phosphine-substituted [FeFe]-hydrogenase mimics: Synthesis, charaterization and properties

  摘要：

  Two tetranuclear iron-sulphur complexes {[(mu-pdt)Fe-2(CO)(5)](2)(PNP) (2) and [(mu-pdt)Fe-2(CO)(5)](2)(PNNP) (3)} and three dinuclear ones {[(mu-pdt)Fe-2(CO)(5)](PNP) (4), [(mu-pdt)Fe-2(CO)(5)](PNNP) (5) and [(mu-pdt) Fe-2(CO)(5)](PNN) (6)} were synthesized, using two new pyrimidyl-phosphine ligands PNNP [4,6-bis( diphenylphosphino) pyrimidine] and PNN (4-tertiary butyl-6-diphenylphosphino pyrimidine) together with the reported pyridyl-phosphine PNP [bis(diphenylphosphino) pyridine] as substituents to react with Fe-2(mu-pdt)(CO)(6). The molecular structures of 2, 3 and 6 were confirmed by single-crystal X-ray analyses, which show that all phosphine ligands occupy the apical positions, while the space group of 3 (P21/n) is different from that of 2 (P-1). Cyclic voltammograms reveal that pyrimidyl-phosphine substituted complexes 3, 5 and 6 present two reduction waves in CH2Cl2 solutions, while pyridylphosphine substituted 2 and 4 show only one. The DFT computational studies demonstrate that the contributions to the LUMO of 3 are comparable from the two Fe2S2 centres and ligated PNNP ligand, which is different from those of other [Fe2S2] mimics in this work. (C) 2014 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2014.04.026

文献信息

• Synthesis of a tetratopic bisphosphine ligand derived from pyrimidine and its incorporation into gold and silver coordination polymers
  作者：Roberta R. Rodrigues、Eric W. Reinheimer、Christopher L. Dorsey、Todd W. Hudnall

  DOI：10.1016/j.ica.2022.121209

  日期：2023.2

  Herein we present the synthesis of a tetratopic bisphosphine ligand derived from 4,6-disubstituted pyrimidine scaffold. This new ligand (2) was doubly alkylated using iodomethane to give bisphosphonium dication (3) as an iodide salt, and was also coordinated to both gold(I) chloride to give the metal complex (4) and to silver(I) triflate to give a coordination polymer (5), respectively. All compounds

  在本文中，我们介绍了衍生自 4,6-二取代嘧啶支架的四位双膦配体的合成。这种新的配体 ( 2 ) 使用碘甲烷进行双烷基化，得到双膦双阳离子 ( 3 ) 作为碘化物盐，并且还与氯化金 (I) 配位得到金属络合物 ( 4 ) 和三氟甲磺酸银 (I) 以生成分别给出配位聚合物 ( 5 )。所有化合物都已使用多核 NMR 光谱和单晶 X 射线衍射进行了全面表征。 由于 Au(I)–Au(I) 的嗜热相互作用，还发现金络合物4在λmax = 530 nm 处表现出微弱的发射。此外，我们还证明了双膦配体2可用作四位配体，配位聚合物5的形成证明了这一点，其中观察到膦→银和氮→银相互作用。
• Pyridyl- and pyrimidyl-phosphine-substituted [FeFe]-hydrogenase mimics: Synthesis, charaterization and properties
  作者：Hong-Hua Cui、Nan-Nan Wu、Jin-Yun Wang、Ming-Qiang Hu、Hui-Min Wen、Chang-Neng Chen

  DOI：10.1016/j.jorganchem.2014.04.026

  日期：2014.9

  Two tetranuclear iron-sulphur complexes [(mu-pdt)Fe-2(CO)(5)](2)(PNP) (2) and [(mu-pdt)Fe-2(CO)(5)](2)(PNNP) (3)} and three dinuclear ones [(mu-pdt)Fe-2(CO)(5)](PNP) (4), [(mu-pdt)Fe-2(CO)(5)](PNNP) (5) and [(mu-pdt) Fe-2(CO)(5)](PNN) (6)} were synthesized, using two new pyrimidyl-phosphine ligands PNNP [4,6-bis( diphenylphosphino) pyrimidine] and PNN (4-tertiary butyl-6-diphenylphosphino pyrimidine) together with the reported pyridyl-phosphine PNP [bis(diphenylphosphino) pyridine] as substituents to react with Fe-2(mu-pdt)(CO)(6). The molecular structures of 2, 3 and 6 were confirmed by single-crystal X-ray analyses, which show that all phosphine ligands occupy the apical positions, while the space group of 3 (P21/n) is different from that of 2 (P-1). Cyclic voltammograms reveal that pyrimidyl-phosphine substituted complexes 3, 5 and 6 present two reduction waves in CH2Cl2 solutions, while pyridylphosphine substituted 2 and 4 show only one. The DFT computational studies demonstrate that the contributions to the LUMO of 3 are comparable from the two Fe2S2 centres and ligated PNNP ligand, which is different from those of other [Fe2S2] mimics in this work. (C) 2014 Elsevier B. V. All rights reserved.
• Synthesis and luminescence of binuclear lanthanide complexes with 4,6-bis(diphenylphosphino)pyrimidine dioxide as a bridging ligand
  作者：Yuliya A. Bryleva、Karina M. Yzhikova、Alexander V. Artem'ev、Maria P. Davydova、Mariana I. Rakhmanova、Evgenia V. Polyakova、Ludmila A. Glinskaya、Denis G. Samsonenko

  DOI：10.1016/j.poly.2022.116251

  日期：2023.2