(-)-(S,S)-ethylenediamine-BINOL-salen | 349149-09-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (-)-(S,S)-ethylenediamine-BINOL-salen
• 英文别名: 3-[2-[[3-Hydroxy-4-(2-hydroxynaphthalen-1-yl)naphthalen-2-yl]methylideneamino]ethyliminomethyl]-1-(2-hydroxynaphthalen-1-yl)naphthalen-2-ol
• CAS: 349149-09-3；488141-94-2
• 化学式: C₄₄H₃₂N₂O₄
• 分子量: 652.749
• InChiKey: JYTNDPRRHSFJJY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.6
• 重原子数：
  50
• 可旋转键数：
  7
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  106
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (-)-(S,S)-ethylenediamine-BINOL-salen 、 copper diacetate 以 乙醇 、 水 为溶剂， 以92%的产率得到(-)-(S,S)-Cu(II)-ethylenediamine-BINOL-salen
  参考文献：
  名称：

  Late-Transition-Metal Complexes of BINOL-Derived Salens:  Synthesis, Structure, and Reactivity

  摘要：

  Salen metal complexes incorporating two chiral BINOL moieties have been synthesized. From a comparison of the parent salen and the BINOL-salen X-ray crystal structures, the effect of the BINOL portions has been examined. In particular, the effects of intramolecular hydrogen bonding on the salen core structure have been determined. The bis(naphthoxide) complexes arising from deprotonation of the BINOL-salen metal complexes have been found to catalyze the asymmetric addition of benzyl malonate to cyclohexenone in up to 90% ee.

  DOI：

  10.1021/om010571f

文献信息

• Photoreaction of Cinnamate with Nitrogen Monoxide Catalyzed by Metallosalen Complexes
  作者：Yoshio Furusho、Yow-hei Sohgawa、Nobuhiro Kihara、Toshikazu Takata

  DOI：10.1246/bcsj.75.2025

  日期：2002.9

  Ethyl cinnamate was allowed to react with nitrogen monoxide (NO) by photoirradiation in the presence of metallosalen complexes (4), oxygen, and axial ligands for 4 to yield furoxan derivatives (6). Oxygen and axial ligands are indispensable for this reaction. Photoirradiation enhanced the yield of 6. Lowering the reaction temperature increased the yield of 6 up to 55% (at −5 °C).

  肉桂酸乙酯在金属水杨醛配合物(4)、氧气和轴向配体存在下，经光照射与一氧化氮(NO)反应，生成二氧四元环衍生物(6)。氧气和轴向配体对这一反应至关重要。光照射提高了6的产率。降低反应温度使6的产率提高至55%（在-5°C条件下）。