Presentation Title

Synthesis and Characterization of Dinitrosyl Iron Complexes with Mono- Substitutes Phosphine Ligands

Start Date

November 2016

End Date

November 2016

Location

HUB 302-140

Type of Presentation

Poster

Abstract

Past research has shown nitric oxide (NO) to be an important biological molecule acting as a signaling molecule, vasodilator, and control of platelet aggregation within the human body. Hemoglobin’s binding of nitric oxide through the S-nitrosothiol group allows transport and release of nitric oxide from the vascular system. Synthesis of new non-heme iron-nitrosyl complexes for study of biological activity presents evidence of suitable analogs for release of NO at target locations in the human body. Using phosphine ligands to bind to the iron is the focus of this research. Using small scale reactions, a 1:1 mole ratio of tris-(2-carboxyethyl)phosphine hydrochloride (TCEP) and dinitrosyl dicarbonyl iron (Fe(CO)2(NO)2) were placed in a vial with methanol and reacted for seventy-two hours. The crystalline product, Fe(NO)2(CO)(TCEP), 1, was obtained by putting the vial in a -26 °C freezer for 3 days and it was collected by suction filtration and washed with cold methanol. Same procedures for 4-(N,NDimethylamino)phenyl)di-tert-butyl phosphine (APhos) and Fe(CO)2(NO)2 using small scale reactions in a vial and suction filtration resulted in Fe(NO)2(CO)(APhos), 2, crystals at room temperature. Product 1 is soluble in methanol and dimethyl sulfoxide while 2 is soluble in dichloromethane, tetrahydrofuran, and benzene. Both products were characterized using IR (νCO, 1989 cm-1; νNO, 1731 cm-1 and 1691 cm-1 for 1; νCO, 1986 cm-1; νNO, 1742 cm-1 and 1706 cm-1 for 2), UV-Vis (ε, ), NMR, and X-ray diffraction.

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Synthesis and Characterization of Dinitrosyl Iron Complexes with Mono- Substitutes Phosphine Ligands

HUB 302-140

Past research has shown nitric oxide (NO) to be an important biological molecule acting as a signaling molecule, vasodilator, and control of platelet aggregation within the human body. Hemoglobin’s binding of nitric oxide through the S-nitrosothiol group allows transport and release of nitric oxide from the vascular system. Synthesis of new non-heme iron-nitrosyl complexes for study of biological activity presents evidence of suitable analogs for release of NO at target locations in the human body. Using phosphine ligands to bind to the iron is the focus of this research. Using small scale reactions, a 1:1 mole ratio of tris-(2-carboxyethyl)phosphine hydrochloride (TCEP) and dinitrosyl dicarbonyl iron (Fe(CO)2(NO)2) were placed in a vial with methanol and reacted for seventy-two hours. The crystalline product, Fe(NO)2(CO)(TCEP), 1, was obtained by putting the vial in a -26 °C freezer for 3 days and it was collected by suction filtration and washed with cold methanol. Same procedures for 4-(N,NDimethylamino)phenyl)di-tert-butyl phosphine (APhos) and Fe(CO)2(NO)2 using small scale reactions in a vial and suction filtration resulted in Fe(NO)2(CO)(APhos), 2, crystals at room temperature. Product 1 is soluble in methanol and dimethyl sulfoxide while 2 is soluble in dichloromethane, tetrahydrofuran, and benzene. Both products were characterized using IR (νCO, 1989 cm-1; νNO, 1731 cm-1 and 1691 cm-1 for 1; νCO, 1986 cm-1; νNO, 1742 cm-1 and 1706 cm-1 for 2), UV-Vis (ε, ), NMR, and X-ray diffraction.