2-diisopropylamino-1,4-bis(4-methylphenyl)-6-phenyl-1,2-dihydro-1,3,2-diazaphosphinine | 190912-60-8

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: 2-diisopropylamino-1,4-bis(4-methylphenyl)-6-phenyl-1,2-dihydro-1,3,2-diazaphosphinine
• 英文别名: 1,4-bis(4-methylphenyl)-6-phenyl-N,N-di(propan-2-yl)-1,3,2-diazaphosphinin-2-amine
• CAS: 190912-60-8
• 化学式: C₂₉H₃₄N₃P
• 分子量: 455.583
• InChiKey: HAGPSGXGFIXNAU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.0
• 重原子数：
  33.0
• 可旋转键数：
  6.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  18.84
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  2-diisopropylamino-1,4-bis(4-methylphenyl)-6-phenyl-1,2-dihydro-1,3,2-diazaphosphinine 以 乙醚 、 二氯甲烷 为溶剂， 反应 0.5h， 生成 1-diisopropylamino-2,3-bis(methoxycarbonyl)-6,8-bis(4-methylphenyl)-4-phenyl-bicyclo[3,2,1]-1-phospha-7,8-diaza-1,3,6-octatriene
  参考文献：
  名称：

  Reactivity of dihydrodiazaphosphinines towards unsaturated substrates: Addition, [5 + 2] cycloaddition and rearrangement processes

  摘要：

  Treatment of 4-amino-1-azadienes 1 with dichloro (diisopropylamino)phosphane gave 1,2-dihydro- 1,3,2-diazaphosphinines 3, which cycloadded in a [5 + 2] fashion to dimethyl acetylenedicarboxylate to furnish bicyclic iminophosphoranes 5. The single addition compound 6 was formed by reaction of 3a with (CO)(5)Cr=C(OMe)(C equivalent to CPh). Compounds 5 underwent formal 1,7-rearrangement to 7 at room temperature. In turn, 5a reacted with electrophiles (difluorochloroacetic acid and methyl iodide) through the valence isomer 5a' to give polycyclic structures 13 and 14, which led to 16 by fluoride-induced [4 + 2] cycloreversion. Other reactive electrophilic substrates, Like diethyl azodicarboxylate and N-phenyltriazolinedione, led to the oxidized derivative 9 and to the addition product 12 respectively. The X-ray structures of 7a and 12 are discussed.

  DOI：

  10.1016/s0022-328x(96)06618-1
• 作为产物：
  描述：

  二氯-N,N-二异丙基亚磷酰胺 、 N-(3-amino-1-phenyl-3-p-tolyl-allylidene)-4-methyl-aniline 在 三乙胺 作用下， 以 乙醚 为溶剂， 以90%的产率得到2-diisopropylamino-1,4-bis(4-methylphenyl)-6-phenyl-1,2-dihydro-1,3,2-diazaphosphinine
  参考文献：
  名称：

  Reactivity of dihydrodiazaphosphinines towards unsaturated substrates: Addition, [5 + 2] cycloaddition and rearrangement processes

  摘要：

  Treatment of 4-amino-1-azadienes 1 with dichloro (diisopropylamino)phosphane gave 1,2-dihydro- 1,3,2-diazaphosphinines 3, which cycloadded in a [5 + 2] fashion to dimethyl acetylenedicarboxylate to furnish bicyclic iminophosphoranes 5. The single addition compound 6 was formed by reaction of 3a with (CO)(5)Cr=C(OMe)(C equivalent to CPh). Compounds 5 underwent formal 1,7-rearrangement to 7 at room temperature. In turn, 5a reacted with electrophiles (difluorochloroacetic acid and methyl iodide) through the valence isomer 5a' to give polycyclic structures 13 and 14, which led to 16 by fluoride-induced [4 + 2] cycloreversion. Other reactive electrophilic substrates, Like diethyl azodicarboxylate and N-phenyltriazolinedione, led to the oxidized derivative 9 and to the addition product 12 respectively. The X-ray structures of 7a and 12 are discussed.

  DOI：

  10.1016/s0022-328x(96)06618-1