3-tert-butyl-2-hydroxy-5-(4-octyl-thiophen-2-yl)-benzaldehyde | 1128278-98-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-tert-butyl-2-hydroxy-5-(4-octyl-thiophen-2-yl)-benzaldehyde
• 英文别名: 3-Tert-butyl-2-hydroxy-5-(4-octylthiophen-2-yl)benzaldehyde
• CAS: 1128278-98-7
• 化学式: C₂₃H₃₂O₂S
• 分子量: 372.572
• InChiKey: KQGLBCDYZQVKOO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.6
• 重原子数：
  26
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  65.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-tert-butyl-2-hydroxy-5-(4-octyl-thiophen-2-yl)-benzaldehyde 、 (1S,2S)-(+)-1,2-环己二胺 以69%的产率得到2-tert-butyl-6-[[(1S,2S)-2-[[3-tert-butyl-2-hydroxy-5-(4-octylthiophen-2-yl)phenyl]methylideneamino]cyclohexyl]iminomethyl]-4-(4-octylthiophen-2-yl)phenol
  参考文献：
  名称：

  Electropolymerization of chiral chromium–salen complexes: new materials for heterogeneous asymmetric catalysis

  摘要：

  电化学氧化被描述为一种非常高效的聚合过程，用于金属手性催化剂的杂化化。基于salen-噻吩配体的铬手性复合物，这种方法有效地获取了各种聚合物。回收的这些不溶性粉末材料在不同的外消旋选择性不均相催化反应中进行了测试。对salen核心进行了结构改造，以评估它们对氧化还原聚合物特性以及催化的外消旋选择性的影响。电化学实验显示，这些沉积材料在电极表面的特定稳定性，SEM分析表明电聚合条件对其形态的影响。

  DOI：

  10.1039/c2nj21011h
• 作为产物：
  描述：

  4-正辛基-2-(4,4,5,5-四甲基-1,3,2-二氧硼戊环-2-基)噻吩 、 5-溴-3-叔丁基-2-羟基苯甲醛 在 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 乙二醇二甲醚 、 水 为溶剂， 以419 mg的产率得到3-tert-butyl-2-hydroxy-5-(4-octyl-thiophen-2-yl)-benzaldehyde
  参考文献：
  名称：

  New Chiral Thiophene−Salen Chromium Complexes for the Asymmetric Henry Reaction

  摘要：

  Chiral thiophene-salen chromium complexes were investigated in their monomeric form as soluble catalysts in the enantioselective Henry reaction of several aldehydes. The anodic polymerization of one complex led to an insoluble powder that was successfully used as a heterogeneous catalyst for the transformation of 2-methoxybenzaldehyde with enantiomeric excesses up to 77%. The polymerized catalyst was recovered and also recycled in an original multisubstrate procedure.

  DOI：

  10.1021/jo802769y

文献信息

• Electropolymerization of chiral chromium–salen complexes: new materials for heterogeneous asymmetric catalysis
  作者：Anaïs Zulauf、Xiang Hong、François Brisset、Emmanuelle Schulz、Mohamed Mellah

  DOI：10.1039/c2nj21011h

  日期：——

  Electrochemical oxidation is described as a very efficient polymerization procedure for the heterogenization of metallic chiral catalysts. From chromium chiral complexes based on salen–thiophene ligands, this methodology provided an efficient access to various polymers. Recovered as insoluble powders, these materials were tested in different enantioselective heterogeneous catalytic reactions. Structural modifications were introduced on the salen core in order to evaluate their influence on redox polymer properties and on the enantioselectivity of the catalysis. Electrochemical experiments showed the particular stability of these deposited materials at the electrode surface and SEM analyses suggested the influence of the electropolymerization conditions on their morphology.

  电化学氧化被描述为一种非常高效的聚合过程，用于金属手性催化剂的杂化化。基于salen-噻吩配体的铬手性复合物，这种方法有效地获取了各种聚合物。回收的这些不溶性粉末材料在不同的外消旋选择性不均相催化反应中进行了测试。对salen核心进行了结构改造，以评估它们对氧化还原聚合物特性以及催化的外消旋选择性的影响。电化学实验显示，这些沉积材料在电极表面的特定稳定性，SEM分析表明电聚合条件对其形态的影响。
• New Chiral Thiophene−Salen Chromium Complexes for the Asymmetric Henry Reaction
  作者：Anaïs Zulauf、Mohamed Mellah、Emmanuelle Schulz

  DOI：10.1021/jo802769y

  日期：2009.3.6

  Chiral thiophene-salen chromium complexes were investigated in their monomeric form as soluble catalysts in the enantioselective Henry reaction of several aldehydes. The anodic polymerization of one complex led to an insoluble powder that was successfully used as a heterogeneous catalyst for the transformation of 2-methoxybenzaldehyde with enantiomeric excesses up to 77%. The polymerized catalyst was recovered and also recycled in an original multisubstrate procedure.