(2-imidazolyl)dimethylphosphine | 956580-83-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: (2-imidazolyl)dimethylphosphine
• 英文别名: 2-(dimethylphosphino)imidazole；dmpi；1H-imidazol-2-yl(dimethyl)phosphane
• CAS: 956580-83-9
• 化学式: C₅H₉N₂P
• 分子量: 128.114
• InChiKey: IIBUYUQFHZDRFP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  8
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  28.7
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (2-imidazolyl)dimethylphosphine 、 以 四氢呋喃 为溶剂， 以71%的产率得到W(Cl)(CO)(NO)(bdmpi)(dmpi)
  参考文献：
  名称：

  NH-functionalized tungsten complexes of 2-(dimethylphosphino)imidazole

  摘要：

  Ligand substitution in W(CO)(4)(NO)(ClAlCl3) with 2-(dimethylphosphino)imidazole (dmpi) bearing an acidic NH functionality afforded W(Cl)(CO)(NO)(bdmpi)(dmpi) (1) (bdmpi = 1,2-bis(dimethyl-phosphino)imidazole), while the reaction of dmpi with W(Cl)(NO)(P(OMe)(3))(4) led to the isolation of W(Cl)(NO)(dMPi)(4) (2) together with W(Cl)(NO)(bdmpi)(dMPi)(2) (3). Attempts to replace the chloride by a hydride ligand in 1-3 applying various hydride reagents did not lead to stable products. The soluble compound W(Cl)(NO)(dmpe)(dmpi)(2) (5) was prepared by an alternative route from W(Cl)(NO)[P(OMe)(3)](4) via the intermediacy of W(Cl)(NO)(P(OMe)(3))(2)(dmpe) (4). The protection of the NH function in 5 was approached applying BuLi and subsequently Me3SiCl to afford [W(Cl)(NO)(dmpe)(tmsdMPi)(2)] (tmsdmpi = 1-trimethylsilyl-2-dimethylphosphino-imidazole) (6) which could not be isolated in pure form. The reaction of 5 with NaHBEt3 led to the formation of a deprotonated and nitrogen-coordinated salt Na[W(NO)(dmpe)(dmpi)(tebdmpi)] (7) (tebdmpi = 2-dimethylphosphino-3-triethylboro-imidazole). Compound 7 crystallized from CH3CN to establish a one-dimensional chain structure in the solid state. The structures of compounds 1-5 and 7 were studied by single-crystal X-ray diffraction. (C) 2007 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2007.06.069
• 作为产物：
  描述：

  2-dimethylphosphino-N-(diethoxymethyl)imidazole 在 水 作用下， 以 丙酮 为溶剂， 反应 8.0h， 以75%的产率得到(2-imidazolyl)dimethylphosphine
  参考文献：
  名称：

  NH-functionalized tungsten complexes of 2-(dimethylphosphino)imidazole

  摘要：

  Ligand substitution in W(CO)(4)(NO)(ClAlCl3) with 2-(dimethylphosphino)imidazole (dmpi) bearing an acidic NH functionality afforded W(Cl)(CO)(NO)(bdmpi)(dmpi) (1) (bdmpi = 1,2-bis(dimethyl-phosphino)imidazole), while the reaction of dmpi with W(Cl)(NO)(P(OMe)(3))(4) led to the isolation of W(Cl)(NO)(dMPi)(4) (2) together with W(Cl)(NO)(bdmpi)(dMPi)(2) (3). Attempts to replace the chloride by a hydride ligand in 1-3 applying various hydride reagents did not lead to stable products. The soluble compound W(Cl)(NO)(dmpe)(dmpi)(2) (5) was prepared by an alternative route from W(Cl)(NO)[P(OMe)(3)](4) via the intermediacy of W(Cl)(NO)(P(OMe)(3))(2)(dmpe) (4). The protection of the NH function in 5 was approached applying BuLi and subsequently Me3SiCl to afford [W(Cl)(NO)(dmpe)(tmsdMPi)(2)] (tmsdmpi = 1-trimethylsilyl-2-dimethylphosphino-imidazole) (6) which could not be isolated in pure form. The reaction of 5 with NaHBEt3 led to the formation of a deprotonated and nitrogen-coordinated salt Na[W(NO)(dmpe)(dmpi)(tebdmpi)] (7) (tebdmpi = 2-dimethylphosphino-3-triethylboro-imidazole). Compound 7 crystallized from CH3CN to establish a one-dimensional chain structure in the solid state. The structures of compounds 1-5 and 7 were studied by single-crystal X-ray diffraction. (C) 2007 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2007.06.069