4-tertiary butyl-6-diphenylphosphinopyrimidine

• 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-tertiary butyl-6-diphenylphosphinopyrimidine
• 英文别名: (6-Tert-butylpyrimidin-4-yl)-diphenylphosphane；(6-tert-butylpyrimidin-4-yl)-diphenylphosphane
• 化学式: C₂₀H₂₁N₂P
• 分子量: 320.374
• InChiKey: VXNZLTMOTCWAIG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 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：

  1,3-(μ-propanedithiolato)diironhexacarbonyl 、 4-tertiary butyl-6-diphenylphosphinopyrimidine 在 十二/十四烷基二甲基氧化胺 作用下， 以 乙腈 为溶剂， 反应 12.17h， 以69.3%的产率得到[(μ-pdt)Fe₂(CO)₅](4-tertiary butyl-6-diphenylphosphinopyrimidine)
  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
• 作为产物：
  描述：

  4,6-二氯嘧啶 、 叔丁基锂 、 二苯基膦 以 四氢呋喃 、 正己烷 为溶剂， 反应 6.0h， 以34.4%的产率得到4-tertiary butyl-6-diphenylphosphinopyrimidine
  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

• 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.