4-[2,7-di-tert-butyl-5-(3-tert-butyl-5-formyl-4-hydroxyphenyl)-9,9-dimethyl-9H-xanthen-4-yl]benzoic acid methyl ester | 945629-73-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: 4-[2,7-di-tert-butyl-5-(3-tert-butyl-5-formyl-4-hydroxyphenyl)-9,9-dimethyl-9H-xanthen-4-yl]benzoic acid methyl ester
• CAS: 945629-73-2
• 化学式: C₄₂H₄₈O₅
• 分子量: 632.84
• InChiKey: PUXHDNRMUVZZHJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.65
• 重原子数：
  47.0
• 可旋转键数：
  4.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  72.83
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  4-[2,7-di-tert-butyl-5-(3-tert-butyl-5-formyl-4-hydroxyphenyl)-9,9-dimethyl-9H-xanthen-4-yl]benzoic acid methyl ester 、 (1R,2R)-1,2-diaminocyclohexane 以 乙醇 为溶剂， 反应 12.0h， 以100%的产率得到H2[HphSX*t-Bu-COOMe]
  参考文献：
  名称：

  Catalase and Epoxidation Activity of Manganese Salen Complexes Bearing Two Xanthene Scaffolds

  摘要：

  A series of manganese Hangman salen ligand platforms functionalized by tert-butyl groups in the 3 and 3' positions using the Suzuki cross-coupling methodology are presented. The Hangman platforms support multielectron chemistry mediated by proton-coupled electron transfer (PCET), as demonstrated by their ability to promote the catalytic disproportionation of hydrogen peroxide to oxygen and water via a high-valent metal oxo. The addition of the steric groups to the salen macrocycle leads to enhanced catalase activity by circumventing side reactions that sequester the catalyst off pathway. The stereochemistry imposed by the cyclohexanediamine backbone of the salen platform is revealed by the epoxidation of 1,2-dihydronapthalene by a variety of oxidants. Improved enantiomeric excess and catalase activity as compared to sterically unmodified counterparts establishes the efficacy of the tert-butyl groups in promoting PCET catalysis on the Hangman platform.

  DOI：

  10.1021/ja070358w
• 作为产物：
  描述：

  5-溴-3-叔丁基-2-羟基苯甲醛 在 四(三苯基膦)钯 potassium acetate 、 sodium carbonate 作用下， 以 1,4-二氧六环 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 60.0h， 生成 4-[2,7-di-tert-butyl-5-(3-tert-butyl-5-formyl-4-hydroxyphenyl)-9,9-dimethyl-9H-xanthen-4-yl]benzoic acid methyl ester
  参考文献：
  名称：

  Catalase and Epoxidation Activity of Manganese Salen Complexes Bearing Two Xanthene Scaffolds

  摘要：

  A series of manganese Hangman salen ligand platforms functionalized by tert-butyl groups in the 3 and 3' positions using the Suzuki cross-coupling methodology are presented. The Hangman platforms support multielectron chemistry mediated by proton-coupled electron transfer (PCET), as demonstrated by their ability to promote the catalytic disproportionation of hydrogen peroxide to oxygen and water via a high-valent metal oxo. The addition of the steric groups to the salen macrocycle leads to enhanced catalase activity by circumventing side reactions that sequester the catalyst off pathway. The stereochemistry imposed by the cyclohexanediamine backbone of the salen platform is revealed by the epoxidation of 1,2-dihydronapthalene by a variety of oxidants. Improved enantiomeric excess and catalase activity as compared to sterically unmodified counterparts establishes the efficacy of the tert-butyl groups in promoting PCET catalysis on the Hangman platform.

  DOI：

  10.1021/ja070358w