(4S)-N,4-Diphenyl-4,5-dihydro-1,3-oxazol-2-amine | 56533-16-5

• 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: (4S)-N,4-Diphenyl-4,5-dihydro-1,3-oxazol-2-amine
• 英文别名: (4S)-N,4-diphenyl-4,5-dihydro-1,3-oxazol-2-amine
• CAS: 56533-16-5
• 化学式: C₁₅H₁₄N₂O
• 分子量: 238.289
• InChiKey: GUGDGRZAIHYFRG-CQSZACIVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  33.6
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  [Zr(η⁵-C₅Me₅)(NMe₂)₃] 、 (4S)-N,4-Diphenyl-4,5-dihydro-1,3-oxazol-2-amine 以 氘代苯 为溶剂， 生成
  参考文献：
  名称：

  Chiral Alkoxide-Functionalized Guanidinates from Ring-Opening Rearrangement of Aminooxazolinate Complexes

  摘要：

  Treatment of Cp*M(NMe2)(3) (M = Zr, Hf) with both achiral and optically pure chiral aminooxazoline proligands HL yields metastable aminooxazolinate half-sandwich diamide complexes [Cp*ML(NMe2)(2)]. These species undergo clean rearrangement via oxazoline ring-opening to carbodiimides followed by amide migratory insertion. The chiral-at-metal products contain tridentate alkoxide-functionalized guanidinates, as confirmed by X-ray diffraction. In some of the chiral ligand systems, single diastereomer samples can be prepared, either by direct reaction or after recrystallization. As a result of the chelate structure, no thermal conversion between diastereomers is observed. A mechanism leading to the observed diastereoselection involving an intramolecular CH-pi interaction in the major product is proposed.

  DOI：

  10.1021/om0607649

文献信息

• Chiral Alkoxide-Functionalized Guanidinates from Ring-Opening Rearrangement of Aminooxazolinate Complexes
  作者：Andrew L. Gott、Stuart R. Coles、Adam J. Clarke、Guy J. Clarkson、Peter Scott

  DOI：10.1021/om0607649

  日期：2007.1.1

  Treatment of Cp*M(NMe2)(3) (M = Zr, Hf) with both achiral and optically pure chiral aminooxazoline proligands HL yields metastable aminooxazolinate half-sandwich diamide complexes [Cp*ML(NMe2)(2)]. These species undergo clean rearrangement via oxazoline ring-opening to carbodiimides followed by amide migratory insertion. The chiral-at-metal products contain tridentate alkoxide-functionalized guanidinates, as confirmed by X-ray diffraction. In some of the chiral ligand systems, single diastereomer samples can be prepared, either by direct reaction or after recrystallization. As a result of the chelate structure, no thermal conversion between diastereomers is observed. A mechanism leading to the observed diastereoselection involving an intramolecular CH-pi interaction in the major product is proposed.