2-allyl-N¹,N³-diphenylmalonamide | 10256-13-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-allyl-N¹,N³-diphenylmalonamide
• 英文别名: N,N’-diphenyl-α-allylmalonamide；N,N'-diphenyl-α-allylmalonamide；2-Allyl-malonsaeure-dianilid；2-(Prop-2-enyl)malondianilid；N,N'-diphenyl-2-prop-2-enylpropanediamide
• CAS: 10256-13-0
• 化学式: C₁₈H₁₈N₂O₂
• 分子量: 294.353
• InChiKey: HFZLBFSVBRIIQN-UHFFFAOYSA-N

物化性质

• 熔点：
  224 °C
• 沸点：
  564.0±50.0 °C(Predicted)
• 密度：
  1.201±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  58.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-allyl-N¹,N³-diphenylmalonamide 在 N-溴代丁二酰亚胺(NBS) 、 palladium(II) trifluoroacetate 、 (R,R)-2,2'-异亚丙基双(4-苯基-2-恶唑啉) 、 sodium hydride 作用下， 以 甲苯 、 四氢呋喃 为溶剂， 反应 4.0h， 生成 3-aza-1-bromo-6-oxa-3-phenyl-7-phenyliminobicyclo[3.2.1]octane-2-one
  参考文献：
  名称：

  Palladium-Catalyzed Asymmetric Haloiminolactonization of α-Allylmalonamides

  摘要：

  A catalyst composed of 10 mol% of Pd(OAc)(2) and (R,R)-PhBox was proven to be effective in the asymmetric haloiminolactonization of alpha-allylmalon-amides with N-halosuccinimides, giving the dihalogenated cyclic products with good diastereomeric ratio (up to 89/11) and enantiomeric excess (up to 72% ee).

  DOI：

  10.3987/com-18-s(t)43
• 作为产物：
  描述：

  苯胺 在 sodium hydroxide 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 16.5h， 生成 2-allyl-N¹,N³-diphenylmalonamide
  参考文献：
  名称：

  Palladium-Catalyzed Asymmetric Haloiminolactonization of α-Allylmalonamides

  摘要：

  A catalyst composed of 10 mol% of Pd(OAc)(2) and (R,R)-PhBox was proven to be effective in the asymmetric haloiminolactonization of alpha-allylmalon-amides with N-halosuccinimides, giving the dihalogenated cyclic products with good diastereomeric ratio (up to 89/11) and enantiomeric excess (up to 72% ee).

  DOI：

  10.3987/com-18-s(t)43

文献信息

• Diastereodivergent Synthesis of Bromoiminolactones: Electrochemical and Chemical Bromoiminolactonization of α-Allylmalonamides
  作者：Kosuke Yamamoto、Keiko Ishimaru、Satoshi Mizuta、Daishirou Minato、Masami Kuriyama、Osamu Onomura

  DOI：10.1055/s-0037-1611791

  日期：2019.6

  cis-bromoiminolactones, electrochemical conditions exhibited complementary diastereoselectivity to afford the trans-products. A variety of substituents on the nitrogen atoms and an α-position of the malonamide were tolerated under both sets of conditions to afford the corresponding iminolactones in excellent yields and high diastereoselectivities.

  报道了通过 α-取代的 α-烯丙基丙二酰胺的溴亚氨基内酯化反应非对映异构合成 N-取代的亚氨基内酯。而在常规化学条件下溴环化提供顺式溴亚氨基内酯，电化学条件表现出互补的非对映选择性以提供反式产物。在两组条件下，氮原子上的各种取代基和丙二酰胺的 α 位都可以耐受，从而以优异的产率和高非对映选择性提供相应的亚氨基内酯。
• White photoluminescent material based on a functional polysiloxane complex with lanthanide ions (Eu3+ and Dy3+)
  作者：Fuyuan Zheng、Jie Zhang、Shengyu Feng

  DOI：10.1039/c3ra41621f

  日期：——

  This paper reports on a white light-emitting, polysiloxane-based material obtained by coordinating lanthanide ions (Eu3+ and Dy3+) into α, ω-N,N′-diphenylmalonamide terminated polydimethylsiloxane (PMP). PMP is a new functional polysiloxane designed and synthesized in this work. The luminescence emissions of the raw materials and the composite material were measured. The composite material produced a white luminescence with Commission Internationale de l'Eclairage coordinates of (0.32, 0.34). The polysiloxane backbone plays a role in the luminescence performance of both the PMP and the composite material. Interactions between the terminal groups of the PMP host and the rare earth ions, as revealed by infrared and fluorescence data, contribute to the emission via the antenna effect. The surface morphologies of PMP and the composite material are smooth platforms piled up by layer stacking, as observed with SEM. DSC data were also collected to research the thermal behaviour of these materials. The introduction of phenyl amide groups led to a quantum yield of 0.3% for the PMP–Eu3+–Dy3+ composite material.

  本文报道了一种由镧系离子（Eu3+和Dy3+）配位到α, ω-N,N′-二苯基丙二酰胺封端的聚二甲基硅氧烷（PMP）中而获得的白色发光多硅氧烷基材料。PMP是本研究中设计合成的新的功能性多硅氧烷。测量了原材料和复合材料的发光发射。复合材料产生的白色发光的CIE坐标为（0.32, 0.34）。多硅氧烷骨架在PMP和复合材料的发光性能中均起作用。红外和荧光数据显示，PMP主链的端基与稀土离子之间的相互作用通过天线效应促进了发射。用SEM观察发现，PMP和复合材料的表面形态是层叠堆积而成的光滑平台。还收集了DSC数据以研究这些材料的热行为。引入苯基酰胺基团使PMP-Eu3+-Dy3+复合材料的量子产率为0.3%。
• A Nanocrystal Catalyst Incorporating a Surface Bound Transition Metal to Induce Photocatalytic Sequential Electron Transfer Events
  作者：Jovan San Martin、Xianghua Zeng、Xihan Chen、Collin Miller、Chuang Han、Yixiong Lin、Nobuyuki Yamamoto、Xiaoming Wang、Sadegh Yazdi、Yanfa Yan、Matthew C. Beard、Yong Yan

  DOI：10.1021/jacs.1c00503

  日期：2021.8.4
• BRAEUNIGER; STENS, Pharmazie, 1963, vol. 18, p. 585 - 600
  作者：BRAEUNIGER、STENS

  DOI：——

  日期：——
• OELS R.; STORER R.; YOUNG D. W., J. CHEM. SOC. PERKIN TRANS., PART 1 <JCPK-BH>, 1977, NO 23, 2546-2551
  作者：OELS R.、 STORER R.、 YOUNG D. W.

  DOI：——

  日期：——