@chitnislab@CIC_ChemInst@DaltonTrans@cscinorgdiv @degruyter_phys So we might expect the pyridine part of the ligand to have a stronger effect, though it is not exactly known. The DOI for the paper I got the redox potentials from is 10.1021/jacs.5b10985 if you would like to read further. Thank you for the question!
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@chitnislab@CIC_ChemInst@DaltonTrans@cscinorgdiv @degruyter_phys As for which would have a stronger effect, I don't know for certain. When nitro groups were added to the aniline rings, the potential shifted 0.048V more positive, versus 0.18V more negative when piperidine was used instead of pyridine.
@chitnislab@CIC_ChemInst@DaltonTrans@cscinorgdiv @degruyter_phys The para position would be difficult to modify since the pyridine ring is deactivated towards electrophilic aromatic substitution, especially with the amide carbonyls. It would also be difficult to modify using nucleophiles since we don't have any leaving groups on the ring.