C-{bis(diisopropylamino)thioxophosphoranyl}-N-{bis(diisopropylamino)boryl}nitrilimine | 135928-77-7

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: C-{bis(diisopropylamino)thioxophosphoranyl}-N-{bis(diisopropylamino)boryl}nitrilimine
• 英文别名: bis[di(propan-2-yl)amino]boranyl-[bis[di(propan-2-yl)amino]phosphinothioylmethylidyneazaniumyl]azanide
• CAS: 135928-77-7
• 化学式: C₂₅H₅₆BN₆PS
• 分子量: 514.611
• InChiKey: JDSCVPNPNXADMV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为反应物：
  描述：

  C-{bis(diisopropylamino)thioxophosphoranyl}-N-{bis(diisopropylamino)boryl}nitrilimine 以 氘代苯 为溶剂， 以>99的产率得到N-[[bis[di(propan-2-yl)amino]phosphinothioyliminomethylideneamino]-[di(propan-2-yl)amino]boranyl]-N-propan-2-ylpropan-2-amine
  参考文献：
  名称：

  Synthesis of stable boryl-substituted diazomethane and nitrilimines

  摘要：

  Addition of bis(diisopropylamino)chloroborane to the lithium salt of (triisopropylsilyl)-, [bis(diisopropylamino)phosphino]-, and [bis(diisopropylamino)thioxophosphoranyl]diazomethane led to the corresponding stable N-borylnitrilimines 6-8 in 80, 90, and 95% yield, respectively. Addition of sulfur to C-phosphinonitrilimine 7 gave the thioxophosphoranyl analogue 8. The chloroborane reacted with the lithium salt of diazomethane, leading to a mixture of [bis(diisopropylamino)boryl]diazomethane (11) (54% yield) and bis[bis(diisopropylamino)boryl]nitrilimine (9) (20% yield). Compound 9 can be obtained in good yield by reacting the lithium salt of [bis(diisopropylamino]boryl]diazomethane with chloroborane. Photolysis of nitrilimines 6-9 afforded the corresponding carbodiimides 12-15. The regioselectivity and stereoselectivity of the 2 + 3 cycloaddition reactions of 6-8 with olefins were studied.

  DOI：

  10.1021/om00055a043
• 作为产物：
  描述：

  {bis(diisopropylamino)thioxophosphoranyl}(trimethylstannyl)diazomethane 、 bis(diisopropylamino)chloroborane 以 氘代氯仿 为溶剂， 以60%的产率得到C-{bis(diisopropylamino)thioxophosphoranyl}-N-{bis(diisopropylamino)boryl}nitrilimine
  参考文献：
  名称：

  从锂化和甲锡基重氮衍生物形成腈亚胺和重氮化合物：范围和机制

  摘要：

  [双(二环己基氨基)膦基]重氮甲烷(7)的锂盐与双(二环己基氨基)氯膦(8)反应，生成腈亚胺9和重氮衍生物10的21/4比例的混合物。[双-(二异丙基氨基)硫代正膦基](三乙基甲锡烷基)重氮甲烷(11)与双(二异丙基氨基)氯硼烷(12)反应得到C-[双(二异丙基氨基)硫代正膦基]-N-[双(二异丙基氨基)硼基]腈亚胺(13) )，60% 的产率

  DOI：

  10.1021/ja00041a025

文献信息

• Substitution Reactions at Nitrilimine Skeletons
  作者：Marie-Pierre Arthur、Antoine Baceiredo、Jean Fischer、André De Cian、Guy Bertrand

  DOI：10.1055/s-1992-34175

  日期：——

  Treatment of N-boranylnitrilimines by methyllithium and subsequent addition of chlorophosphane or chlorosilane gives rise to the corresponding N-phosphanyl- or N-silylnitrilimines in good yields. Using the ability of boranyldiazolithium salts to isomerize into the corresponding boranylisodiazolithium salts, both boranyl substituents of a C- and N-boranylnitrilimine can be substituted leading to new stable nitrilimines in good yields. These are the first examples of substitution reactions at nitrilimine skeletons.

  用甲基锂处理N-硼烷基腈亚胺，然后加入氯膦或氯硅烷，可以得到相应的N-磷酰基或N-硅烷基腈亚胺，且收率很高。利用硼烷基二唑锂盐异构化为相应的硼烷基二唑锂盐的能力，C-和N-硼烷基腈亚胺的硼烷基取代基都可以被取代，从而得到新的稳定的腈亚胺，且收率很高。这些是腈亚胺骨架取代反应的第一个例子。