Methanone,[[(2,4,6-trimethylphenyl)methylene]di-1H-pyrrole-5,2-diyl]bis[[3,5-bis(1,1-dimethylethyl)phenyl]- | 389799-73-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Methanone,[[(2,4,6-trimethylphenyl)methylene]di-1H-pyrrole-5,2-diyl]bis[[3,5-bis(1,1-dimethylethyl)phenyl]-
• 英文别名: 1,9-bis-(3,5-di-tert-butylbenzoyl)-5-mesityldipyrromethane
• CAS: 389799-73-9
• 化学式: C₄₈H₆₀N₂O₂
• 分子量: 697.017
• InChiKey: DGYINZQOLJRWIB-UHFFFAOYSA-N

物化性质

• 沸点：
  761.1±60.0 °C(Predicted)
• 密度：
  1.054±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  12.1
• 重原子数：
  52.0
• 可旋转键数：
  7.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  65.72
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  Methanone,[[(2,4,6-trimethylphenyl)methylene]di-1H-pyrrole-5,2-diyl]bis[[3,5-bis(1,1-dimethylethyl)phenyl]- 在 sodium tetrahydroborate 、 三氟乙酸 作用下， 以 四氢呋喃 、 甲醇 、 乙腈 为溶剂， 反应 0.08h， 生成 5,15-bis(3,5-di-tert-butylphenyl)-10-(4-formylphenyl)-20-mesitylporphyrin
  参考文献：
  名称：

  Investigation of two rational routes for preparing p-phenylene-linked porphyrin trimers

  摘要：

  Multiporphyrin arrays with p-phenylene linkers, aryl groups at the non-linking meso positions, and no beta -substiments are attractive constructs for light-harvesting applications. Condensation of a free base porphyrin-benzaldehyde and 5-mesityldipyrromethane (10 mM each) in CH2Cl2 containing 100 mM TFA at room temperature for 30-40 min followed by oxidation with DDQ afforded a p-phenylene-linked porphyrin trimer in 36% yield. Suzuki coupling of an iodo-porphyrin and a bis(dioxaborolane)-porphyrin (20 and 10 mM, respectively) in toluene/DMF (2:1) containing K2CO3 (8 equiv.) at 90-95 degreesC for similar to 20 h afforded the same trimer in 66% yield. The former route was used to prepare a diethynyl substituted p-phenylene-linked porphyrin trimer. While the two routes are somewhat complementary in scope, both are convergent and proceed in a rational manner. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)00928-0
• 作为产物：
  描述：

  3,5-二-叔丁基苯甲酰氯 、 2-(二吡咯-2-基)甲基三甲苯 在 乙基溴化镁 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 0.83h， 以51%的产率得到Methanone,[[(2,4,6-trimethylphenyl)methylene]di-1H-pyrrole-5,2-diyl]bis[[3,5-bis(1,1-dimethylethyl)phenyl]-
  参考文献：
  名称：

  Investigation of two rational routes for preparing p-phenylene-linked porphyrin trimers

  摘要：

  Multiporphyrin arrays with p-phenylene linkers, aryl groups at the non-linking meso positions, and no beta -substiments are attractive constructs for light-harvesting applications. Condensation of a free base porphyrin-benzaldehyde and 5-mesityldipyrromethane (10 mM each) in CH2Cl2 containing 100 mM TFA at room temperature for 30-40 min followed by oxidation with DDQ afforded a p-phenylene-linked porphyrin trimer in 36% yield. Suzuki coupling of an iodo-porphyrin and a bis(dioxaborolane)-porphyrin (20 and 10 mM, respectively) in toluene/DMF (2:1) containing K2CO3 (8 equiv.) at 90-95 degreesC for similar to 20 h afforded the same trimer in 66% yield. The former route was used to prepare a diethynyl substituted p-phenylene-linked porphyrin trimer. While the two routes are somewhat complementary in scope, both are convergent and proceed in a rational manner. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)00928-0