2,7-di-tert-butyl-5-(3-formyl-4-hydroxy-phenyl)-9,9-dimethyl-9H-xanthene-4-carboxylic acid | 916135-46-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 2,7-di-tert-butyl-5-(3-formyl-4-hydroxy-phenyl)-9,9-dimethyl-9H-xanthene-4-carboxylic acid
• 英文别名: 2,7-Ditert-butyl-5-(3-formyl-4-hydroxyphenyl)-9,9-dimethylxanthene-4-carboxylic acid
• CAS: 916135-46-1
• 化学式: C₃₁H₃₄O₅
• 分子量: 486.608
• InChiKey: MAQBQERMYDCHJH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.5
• 重原子数：
  36
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  83.8
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2,7-di-tert-butyl-5-(3-formyl-4-hydroxy-phenyl)-9,9-dimethyl-9H-xanthene-4-carboxylic acid 、 N-[(1R,2R)-2-aminocyclohexane]-3,5-di-tert-butyl-2-hydroxybenzamide 以 甲醇 为溶剂， 反应 12.0h， 以44%的产率得到2,7-di-tert-butyl-5-(3-{[(1R,2R)-2-(3,5-di-tert-butyl-2-hydroxybenzoylamino)-cyclohexaneimino]methyl}-4-hydroxyphenyl)-9,9-dimethyl-9H-xanthene-4-carboxylic acid
  参考文献：
  名称：

  Manganese amido-imine bisphenol Hangman complexes

  摘要：

  A modular ligand macrocycle is composed from two phenolic groups linked to a cyclohexane bridge through an amide bond and an imine bond. The stability of the asymmetric linkers to metathesis permits a macrocyclic platform to be assembled from the condensation of two different phenolic groups in a single-step, high yield, reaction. The primary coordination sphere may be tuned with functional groups on one phenolic group. The other phenolic group may be modified with a scaffold possessing a proton transfer group. In this way, control over the secondary coordination sphere of the macrocycle is achieved. Manganese complexes of the amido-imine linked macrocycle catalytically epoxidizes 1,2-dihydronapthalene using sodium hypochlorite as the oxidant. The amido-imine macrocycles represent a new metal active site capable of supporting high oxidation states and attendant atom transfer chemistry while at the same time permitting control over the primary and secondary sphere of the metal center. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.05.111
• 作为产物：
  描述：

  4-methoxycarbonyl-5-bromo-2,7-di-tert-butyl-9,9-dimethylxanthene 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 四(三苯基膦)钯 、 potassium acetate 、 三溴化硼 、 sodium carbonate 、 联硼酸频那醇酯 作用下， 以 乙二醇二甲醚 、 二氯甲烷 、 水 、 二甲基亚砜 为溶剂， 反应 84.0h， 生成 2,7-di-tert-butyl-5-(3-formyl-4-hydroxy-phenyl)-9,9-dimethyl-9H-xanthene-4-carboxylic acid
  参考文献：
  名称：

  包含两个Xanthene支架的Hangman Salen平台

  摘要：

  提出了一种合成策略，用于构建带有两个被羧酸和酯基官能化的刚性x吨间隔基的手性塞伦配体。铃木交叉偶联方法用于将适当官能化的x吨间隔基提供给水杨醛，然后将其与（1 R，2 R）-（-）-1,2-二氨基环己烷生成除具有金属硅铝氧化化学外还具有多种氢键相互作用的可扩展分子裂隙的Salen配体。这些“ Hangman”平台支持质子偶联电子转移（PCET）介导的多电子化学的能力是由它们的亲和性促进通过高价金属氧代催化过氧化氢分解为氧气和水的能力而建立的。在这个功能化的Hangman框架内，salen平台的环己基骨架的立体化学在金属氧代对1,2-二氢萘的环氧化反应中得以揭示。

  DOI：

  10.1021/jo0613075

文献信息

• Manganese amido-imine bisphenol Hangman complexes
  作者：Jenny Y. Yang、Daniel G. Nocera

  DOI：10.1016/j.tetlet.2008.05.111

  日期：2008.8

  A modular ligand macrocycle is composed from two phenolic groups linked to a cyclohexane bridge through an amide bond and an imine bond. The stability of the asymmetric linkers to metathesis permits a macrocyclic platform to be assembled from the condensation of two different phenolic groups in a single-step, high yield, reaction. The primary coordination sphere may be tuned with functional groups on one phenolic group. The other phenolic group may be modified with a scaffold possessing a proton transfer group. In this way, control over the secondary coordination sphere of the macrocycle is achieved. Manganese complexes of the amido-imine linked macrocycle catalytically epoxidizes 1,2-dihydronapthalene using sodium hypochlorite as the oxidant. The amido-imine macrocycles represent a new metal active site capable of supporting high oxidation states and attendant atom transfer chemistry while at the same time permitting control over the primary and secondary sphere of the metal center. (C) 2008 Elsevier Ltd. All rights reserved.
• Hangman Salen Platforms Containing Two Xanthene Scaffolds
  作者：Jenny Y. Yang、Julien Bachmann、Daniel G. Nocera

  DOI：10.1021/jo0613075

  日期：2006.11.1

  A synthetic strategy for the construction of chiral salen ligands bearing two rigid xanthene spacers functionalized with carboxylic acid and ester groups is presented. Suzuki cross-coupling methodology is used to furnish the appropriately functionalized xanthene spacers to a salicyladehyde, which is subsequently condensed with (1R,2R)-(−)-1,2-diaminocyclohexane to produce salen ligands featuring an

  提出了一种合成策略，用于构建带有两个被羧酸和酯基官能化的刚性x吨间隔基的手性塞伦配体。铃木交叉偶联方法用于将适当官能化的x吨间隔基提供给水杨醛，然后将其与（1 R，2 R）-（-）-1,2-二氨基环己烷生成除具有金属硅铝氧化化学外还具有多种氢键相互作用的可扩展分子裂隙的Salen配体。这些“ Hangman”平台支持质子偶联电子转移（PCET）介导的多电子化学的能力是由它们的亲和性促进通过高价金属氧代催化过氧化氢分解为氧气和水的能力而建立的。在这个功能化的Hangman框架内，salen平台的环己基骨架的立体化学在金属氧代对1,2-二氢萘的环氧化反应中得以揭示。