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Updated: Aug 21, 2026
![[(DPEPhos)(bcp)Cu]PF6: A General and Broadly Applicable Copper-Based Photoredox Catalyst](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F59739.jpg&w=3840&q=50)
[(DPEPhos)(bcp)Cu]PF6: A General and Broadly Applicable Copper-Based Photoredox Catalyst
Published on: May 21, 2019
Influence of nonplanarity and extended conjugation on porphyrin basicity
Olga S Finikova1, Andrei V Cheprakov, Patrick J Carroll
1Department of Chemistry, Moscow State University, Russia.
Abstract:
Thermodynamic basicities of several new nonplanar water soluble tetraaryltetracyclohexano- (Ar(4)TCHP) and tetraaryltetrabenzoporphyrins (Ar(4)TBP) have been measured and correlated with their structural parameters. While the degrees of nonplanarity in these porphyrins are similar, Ar(4)TCHPs exhibit significantly higher basicities than Ar(4)TBPs and than planar tetraarylporphyrins. Low basicities of distorted Ar(4)TBPs are believed to be due to extended pi-conjugation, which causes delocalization of the core electron density in these porphyrins and reduces negative charges at the protonation site.
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