2,2',4,4'-tetramethyl-5,5'-diformyl-3,3'-dipyrrolylmethane | 315660-21-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,2',4,4'-tetramethyl-5,5'-diformyl-3,3'-dipyrrolylmethane
• 英文别名: 2,2',4,4',-tetramethyl-5,5'-diformyl-3,3'-dipyrromethane；2,2',4,4'-tetramethyl-5,5'-diformyl-3,3'-dipyrromethane；4-[(5-formyl-2,4-dimethyl-1H-pyrrol-3-yl)methyl]-3,5-dimethyl-1H-pyrrole-2-carbaldehyde
• CAS: 315660-21-0
• 化学式: C₁₅H₁₈N₂O₂
• 分子量: 258.32
• InChiKey: HCZNGELQIKCOCQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  65.7
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3,4-Diethyl-5-methylpyrrole-2-carboxylic acid 、 2,2',4,4'-tetramethyl-5,5'-diformyl-3,3'-dipyrrolylmethane 在 氢溴酸 作用下， 以 甲醇 、 溶剂黄146 、 三氟乙酸 为溶剂， 反应 2.0h， 以72%的产率得到bis(2,4,9-trimethyl-7,8-diethyldipyrrin-3-yl)methane dihydrobromide
  参考文献：
  名称：

  SYNTHESIS OF NOVEL TETRAPYRROLES AND THEIR ZINC COMPLEXES

  摘要：

  DOI：

  10.1080/00304940109356577
• 作为产物：
  描述：

  3,5-二甲基-1H-吡咯-2-甲酸乙酯 在 盐酸 、 sodium hydroxide 作用下， 以 乙醇 、 水 、 溶剂黄146 为溶剂， 反应 4.5h， 生成 2,2',4,4'-tetramethyl-5,5'-diformyl-3,3'-dipyrrolylmethane
  参考文献：
  名称：

  Synthesis and self-assembly of a novel tetrapyrrole containing dipyrrin units linked at the 3,3′-positions

  摘要：

  A novel ligand comprising two dipyrrin units linked by a CH2 spacer at the 3-position has been synthesized and used to prepare a double-stranded helical assembly. Its structure was confirmed by X-ray analysis. A new approach to 3,3'-linked dipyrromethanes with CH2 as the spacer is also reported. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)01305-8

文献信息

• Synthesis and self-assembly of a novel tetrapyrrole containing dipyrrin units linked at the 3,3′-positions
  作者：Yi Zhang、Zheming Wang、Chunhua Yan、Genpei Li、Jinshi Ma

  DOI：10.1016/s0040-4039(00)01305-8

  日期：2000.9

  A novel ligand comprising two dipyrrin units linked by a CH2 spacer at the 3-position has been synthesized and used to prepare a double-stranded helical assembly. Its structure was confirmed by X-ray analysis. A new approach to 3,3'-linked dipyrromethanes with CH2 as the spacer is also reported. (C) 2000 Elsevier Science Ltd. All rights reserved.
• Dinuclear Zinc(II) Double-Helicates of Homochirally Substituted Bis(dipyrromethene)s
  作者：Tabitha E. Wood、Avena C. Ross、Nathan D. Dalgleish、Erin D. Power、Alison Thompson、Xiaoming Chen、Yoshio Okamoto

  DOI：10.1021/jo051727e

  日期：2005.11.1

  A series of bis(dipyrromethene)s substituted with aromatic amide and aliphatic ester homochiral auxiliaries have been prepared and complexed with zinc(II) ions to form double-helical dinuclear complexes. CD analysis of the crude complexes revealed that the helicates formed in a diastereo-selective manner. The helicates have been resolved into their constituent M and P helices by HPLC, indicating that the helical sense of the complexes is stable to racemization.
• Stereochemically Stable Double-Helicate Dinuclear Complexes of Bis(dipyrromethene)s:  A Chiroptical Study
  作者：Tabitha E. Wood、Nathan D. Dalgleish、Erin D. Power、Alison Thompson、Xiaoming Chen、Yoshio Okamoto

  DOI：10.1021/ja0500613

  日期：2005.4.1

  Helical zinc(II) complexes of bis(dipyrromethene)s bearing homochiral amide substituents were synthesized. Analysis of the products by chiral HPLC showed two diastereomeric major products and showed that dipyrromethene double-nuclear helicates are stereochemically stable and do not interconvert. Circular dichroism (CD) studies showed that the complexation reactions had proceeded with modest diastereomeric excesses. Analysis of an analogous symmetric zinc(II) bis(dipyrromethene) lacking homochiral substituents that could act as chromophores discounted induced CD by the chiral auxiliaries.
• SYNTHESIS OF NOVEL TETRAPYRROLES AND THEIR ZINC COMPLEXES
  作者：Yi Zhang、Jin Shi Ma

  DOI：10.1080/00304940109356577

  日期：2001.2