A convenient synthesis of functionalized tetraphenylchlorins
Reaction of metallo-2-nitro-5,10,15,20-tetraphenylporphyrins with 'active-methylene' compounds (e.g. malonates, malononitriles) in the presence of base gives access to novel cyclopropachlorins or functionalized trans-chlorins (both characterized by X-ray crystallography) by way of a sequential Michael addition and rare nucleophilic displacement of a secondary nitro group.
Publication Source (Journal or Book title)
Jaquinod, L., Gros, C., Khoury, R., & Smith, K. (1996). A convenient synthesis of functionalized tetraphenylchlorins. Chemical Communications (22), 2581-2582. https://doi.org/10.1039/cc9960002581