Iron plays a pivotal roll in metabolism and transport; recently it has been shown to catalyze direct Suzuki – Miyaura coupling of N-heterocyclic compounds and an arylboronic acid derivative. The synthesis and characterization of three 12-membered tetraazamacrocyclic iron(III) complexes: [L1Fe(III)(Cl)2]ClO4 (L1Fe), [L2Fe(III)(Cl)2]ClO4 (L2Fe), and [L3Fe(III)(Cl)2]ClO4 (L3Fe) [L1 (Pyclen)=1,4,7,10-tetra-aza-2,6-pyridinophane; L2 =3,6,9,15-tetraazabicyclo[9.3.1]penta-deca-1(15),11,13-trien-13-ol; L3 =3,6,9,15-tetra-azabicyclo[9.3.1]penta-deca-1(15),11,13-trien-12-ol]. The oxidation state of the bona fide catalyst was investigated via X-ray crystallography, UV/Vis absorbance spectroscopy, EPR spectroscopy, cyclic voltammetry, and mass spectrometry. Herein we report the catalytic ability of each complex, noting the efficiency as follows, L3Fe ≈ L1Fe &lt; L2Fe. A revised mechanism is purposed based on spectroscopic studies involving isolated ferric complexes.

Spectroscopic characterization and application of iron(III) 1,4,7,10-tetra-aza-2,6-pyridinophane derivatives

251st National Meeting (2016)

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