Functionalized pyridine in pyclen-based iron(iii) complexes: evaluation of fundamental properties.

RSC Advances
Magy A MekhailKayla N Green

Abstract

The use of tetra-aza pyridinophanes is of increasing interest in the fields of bioinorganic modeling, catalysis, and imaging. However, a full study of how modifications to the pyridyl moiety affect the characteristics of the daughter metal complexes, has not been explored. In this study, six tetra-aza macrocyclic ligands were metalated with Fe(iii) and were characterized for the first time. The pyridyl functional groups studied include: 4-hydroxyl (L1), 4-H (L2), 4-chloro (L3), 4-trifluoromethyl (L4), 4-nitrile (L5), and 4-nitro (L6) modified pyridyl on a pyclen base structure. The resulting iron complexes were characterized by X-ray diffraction analysis, cyclic voltammetry, and metal-binding affinities (log β) were determined. Analysis of these results indicate that such functionalizations introduce a handle by which electrochemical properties and thermodynamic stability of daughter complexes with transition metal ions can be tuned, which in turn, could potentially impact the reactivity of these complexes in future studies.

References

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Feb 26, 2013·Chemical Communications : Chem Comm·Kimberly M LincolnKayla N Green
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Nov 26, 2015·Journal of the American Chemical Society·Joan Serrano-PlanaMiquel Costas
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Jul 26, 2019·Dalton Transactions : an International Journal of Inorganic Chemistry·Kayla N GreenGiridhar Akkaraju
Mar 27, 2020·The Journal of Organic Chemistry·Akop YepremyanKayla N Green

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Methods Mentioned

BETA
X-ray
equilibrium studies

Software Mentioned

XSHELL
PSEQUAD
ORTEP
APEX2

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