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The Development Of Dipyrrin Platforms For Oxygen Reduction, Myles Steed
The Development Of Dipyrrin Platforms For Oxygen Reduction, Myles Steed
Student Symposium
A redox-active ligand scaffold, dipyrrin, was synthesized in the interest of activating oxygen. The synthesis of the scaffold was modified from previous pathways. The original pathway used a Negishi-coupling followed by condensation with a benzaldehyde using pyrrole and di-tert-butyl anisole before being demethylated using either boron tribromide or a thiolate. The modified synthesis constructs the scaffold with a Negishi-coupling followed by a condensation with a benzaldehyde using pyrrole and a silyl protected di-methyl-phenol before being deprotected using triethylamine trihydrofluoride. The new pathway provides the opportunity limit toxic reagents and improve the overall efficiency of the synthesis. The dipyrrin scaffold was …