104292-54-8Relevant articles and documents
Precise control of π-electron magnetism in metal-free porphyrins
Guan, Dandan,Jia, Jinfeng,Jiang, Kaiyue,Li, Can,Li, Yaoyi,Liu, Yufeng,Luo, Weidong,Wang, Shiyong,Xu, Chengyang,Zhao, Yan,Zheng, Hao,Zheng, Wenna,Zhuang, Xiaodong
, p. 18532 - 18540 (2020)
The porphyrin macrocycle can stabilize a set of magnetic metal ions, thus introducing localized net spins near the center. However, it remains elusive but most desirable to introduce delocalized spins in porphyrins with wide implications, for example, for
Effects of aldehyde or dipyrromethane substituents on the reaction course leading to meso-substituted porphyrins
Geier III, G. Richard,Lindsey, Jonathan S.
, p. 11435 - 11444 (2007/10/03)
To better understand the effects of diverse substituents on reactions leading to porphyrins, pyrrole+aldehyde condensations and related reactions of dipyrromethanes were examined. The course of pyrrole+aldehyde condensations was investigated by monitoring the yield of porphyrin (by UV-Vis spectroscopy), reaction of aldehyde (by TLC), and changes in the composition of oligomers (by laser desorption mass spectrometry). Reaction reversibility was examined via exchange experiments. Reversibility of reactions leading to porphyrin was further probed with studies of dipyrromethanes. The reaction course was found to depend on the nature of the substituent and the acid catalyst. Alkyl or electron-donating substituents displayed levels of reversibility (exchange/scrambling) on par or greater than that of the phenyl substituent, whereas electron-withdrawing or sterically bulky substituents exhibited little to no reversibility. The results obtained provide insight into the electronic and steric effects of different substituents and should facilitate the design of synthetic plans for preparing porphyrinic macrocycles. Graphical abstract.