Presentation Title

Synthesis of reduced bidentate N-heterocyclic carbene iron complexes

Faculty Mentor

Chantal E. Stieber

Start Date

23-11-2019 8:45 AM

End Date

23-11-2019 9:30 AM

Location

236

Session

poster 2

Type of Presentation

Poster

Subject Area

physical_mathematical_sciences

Abstract

Transition metals such as rhodium, iridium, and palladium are commonly used to synthesize pharmaceuticals, but due to the cost of these metals, alternate transition metals such as iron and nickel are being examined for applications in catalysis. Fe(II) bidentate N-heterocyclic carbene (NHC) complexes were synthesized to study the effect of ligand bite angle on Fe(II) coordination and reactivity. The first step making the ligand was synthesis of tert-butyl imidazole (tBuIm) and mesityl imidazole (MesIm). Bis-imidazolium salts ([RNHC2R2][Br]2; R = tBu, Mes) with different bite angles were synthesized, one with a methyl linker (R = Me) and another with an ethyl linker (R2 = Et). 1H NMR spectroscopy was used to characterize these salts before being transferred into a dinitrogen atmosphere glovebox, deprotonated with KHMDS, and coordinated to FeCl2. Those Fe(II) complexes were then reduced to Fe(I) and Fe(0) complexes, using 1 or 2 equivalents of NaEt3BH, respectively. These complexes were characterized by IR spectroscopy and efforts are underway to test the reactivity and applications for catalysis.

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Nov 23rd, 8:45 AM Nov 23rd, 9:30 AM

Synthesis of reduced bidentate N-heterocyclic carbene iron complexes

236

Transition metals such as rhodium, iridium, and palladium are commonly used to synthesize pharmaceuticals, but due to the cost of these metals, alternate transition metals such as iron and nickel are being examined for applications in catalysis. Fe(II) bidentate N-heterocyclic carbene (NHC) complexes were synthesized to study the effect of ligand bite angle on Fe(II) coordination and reactivity. The first step making the ligand was synthesis of tert-butyl imidazole (tBuIm) and mesityl imidazole (MesIm). Bis-imidazolium salts ([RNHC2R2][Br]2; R = tBu, Mes) with different bite angles were synthesized, one with a methyl linker (R = Me) and another with an ethyl linker (R2 = Et). 1H NMR spectroscopy was used to characterize these salts before being transferred into a dinitrogen atmosphere glovebox, deprotonated with KHMDS, and coordinated to FeCl2. Those Fe(II) complexes were then reduced to Fe(I) and Fe(0) complexes, using 1 or 2 equivalents of NaEt3BH, respectively. These complexes were characterized by IR spectroscopy and efforts are underway to test the reactivity and applications for catalysis.