2,4,5,6-Tetra(carbazol-9-yl)isophthalonitrile, also known as 4CzIPN, is a donor-acceptor chromophore and efficient metal-free photoredox catalyst for organic synthesis. The compound is a powder that is stable in the fridge for an extended period and easy to handle. It is a popular catalyst in photoredox/Ni dual catalytic C(sp3)−C(sp2) cross-couplings. 4CzIPN demonstrates exceptional efficacy in the arylation of a wide range of substrates. Besides other reactions, it enables α-arylation of tertiary alkylamines, replacement of the carboxylic group in α-amino acids, and couplings with trifluoroborates with good yields. Only a catalytic amount of the 4CzIPN is required. Notably, synthesis can be performed under mild conditions even with blue LED light without the need for harsh UV irradiation.
Synonyms: 4CzIPN, 2,4,5,6-Tetra(carbazol-9-yl)isophthalonitrile, 2,4,5,6-tetra(carbazol-9-yl)benzene-1,3-dicarbonitrile