N,N'-bis(3-tert-butyl-5-nitrosalicylidene)-1,2-phenylenediimine | 849060-28-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: N,N'-bis(3-tert-butyl-5-nitrosalicylidene)-1,2-phenylenediimine
• 英文别名: [(phen)((t)Bu)(NO2)salenH2]；2-Tert-butyl-6-[[2-[(3-tert-butyl-2-hydroxy-5-nitrophenyl)methylideneamino]phenyl]iminomethyl]-4-nitrophenol
• CAS: 849060-28-2
• 化学式: C₂₈H₃₀N₄O₆
• 分子量: 518.569
• InChiKey: ODPJNXVGJIBFLS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  38
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  157
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  chromium dichloride 、 N,N'-bis(3-tert-butyl-5-nitrosalicylidene)-1,2-phenylenediimine 在 air 作用下， 以 四氢呋喃 为溶剂， 反应 48.0h， 以90%的产率得到
  参考文献：
  名称：

  常温常压下Cr（salophen）配合物催化合成环状碳酸酯

  摘要：

  铬（III）Salophen溴化物络合物和四丁基溴化铵的组合显示出在环境温度和1 bar二氧化碳压力下催化末端环氧化物和二氧化碳之间的反应，在80°C和10 bar碳下催化内部环氧化物和二氧化碳之间的反应二氧化碳压力形成环状碳酸盐。最佳条件包括同时使用1.5-2.5 mol％的铬（III）Salophen溴化物络合物和四丁基溴化铵，并在24小时的反应时间后以57-92％的分离产率生成环状碳酸酯。在这些条件下，除了当使用环己烯氧化物作为底物时，没有观察到聚碳酸酯的形成。发现反应在保留环氧立体化学的情况下进行。

  DOI：

  10.1021/acscatal.6b01386
• 作为产物：
  描述：

  2-叔丁基苯酚 在 三乙胺 、 magnesium chloride 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 8.0h， 生成 N,N'-bis(3-tert-butyl-5-nitrosalicylidene)-1,2-phenylenediimine
  参考文献：
  名称：

  Salen-单核钠离子对作为外消旋丙交酯等选择性聚合的催化剂

  摘要：

  作为第一个例子，一系列的单核塞伦-钠阴离子是用四烷基铵作为对应的阳离子合成的。这些配合物是外消旋丙交酯的等选择性开环聚合的有效催化剂。当使用五当量的BnOH作为引发剂时，聚合物的分子量受到控制，分子量分布窄。在-70°C时达到了最佳的等选择性值P m = 0.82。实验结果和密度泛函理论计算表明，对于该系统，配体辅助的活化单体机理比活化单体机理更为合理。

  DOI：

  10.1021/acs.inorgchem.8b02290

文献信息

• Aluminum Salen Complexes and Tetrabutylammonium Salts:  A Binary Catalytic System for Production of Polycarbonates from CO₂ and Cyclohexene Oxide
  作者：Donald J. Darensbourg、Damon R. Billodeaux

  DOI：10.1021/ic048508g

  日期：2005.3.1

  A series of complexes of the form (salen)AIZ, where H(2)salen = N,N'-bis(salicylidene)-1,2-phenylenediimine and various other salen derivatives and Z = Et or Cl, have been synthesized. Several of these complexes have been characterized by X-ray crystallography. An investigation of the utilization of these aluminum derivatives along with both ionic and neutral bases as cocatalysts for the copolymerization of carbon dioxide and cyclohexene oxide has been conducted. By studying the reactivity of these complexes for this process as substituents on the diimine backbone and phenolate rings are altered, we have observed that aluminum prefers electron-withdrawing groups on the salen ligands, thereby producing an electrophilic metal center to be most active toward production of polycarbonates from CO2 and cyclohexene oxide. For example, the complex derived from H(2)salen = N,N'-bis-(3,5-di-tert-butylsalicylidene)-1,2-ethylenediimine is essentially inactive when compared to the analogous derivative containing nitro substituents in the 3-positions of the phenolate groups. This is to be contrasted with the catalytic activity observed for the (salen)CrX systems, where electron-donating salen ligands greatly enhanced the reactivity of these complexes for the coupling Of CO2 and epoxides. While (salen)AIZ complexes are capable of producing poly(cyclohexene oxide) carbonate with low amounts of polyether linkage along with small quantities of cyclic carbonate byproducts, their reactivities, covering a turnover frequency range of 5.2-35.4 mol of epoxide consumed/ (mol of Al.h), are greatly reduced when compared to their (salen)CrX analogues under identical reaction conditions.
• Zn‐Mediated Synthesis of 3‐Substituted Indoles Using a Three‐Component Reaction Approach
  作者：Daniele Anselmo、Eduardo C. Escudero‐Adán、Marta Martínez Belmonte、Arjan W. Kleij

  DOI：10.1002/ejic.201200150

  日期：2012.10

  AbstractThe synthesis of 3‐substituted indoles was investigated through a multicomponent reaction (MCR) approach by using aldehydes, indole and malononitrile as the reagents. The reaction was catalyzed by Lewis acidic Zn(salphen) complexes and their performance was compared with a number of other ZnII structures and M(salphen)s, which showed the Zn(salphen)s to be superior. However, the complex nature of this three‐component reaction (3‐CR) results in substantial byproduct formation that arises from the intermediate benzylidene malononitrile species. The 3‐CR was studied in detail that covered the influence of the base, solvent, reagent stoichiometry and also involved stability studies. The results led to a mechanistic proposal in which the benzylidene malononitrile intermediate plays a central role; it is one of the major species that is formed in most of the catalytic reactions studied. Furthermore, it provided a prelude for the in situ reaction with the malononitrile reagent, which most probably affords a complex mixture of N‐containing heterocycles.