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Synthetic Exploration of Bis(phenolate) Aza-BODIPYs and Heavier Group 13 Chelates
Authors:Aiden M. Lane  Ny T. C. Luong  Jordan C. Kelly  Martin J. Neal  Jeremiah Jamrom  Aaron J. Bloomfield  Paul A. Lummis  Thomas D. Montgomery  Daniel T. Chase
Affiliation:1.Department of Chemistry and Biochemistry, St. Mary’s College of Maryland, St. Mary’s City, MD 20686, USA;2.Department of Chemistry and Biochemistry, Duquesne University, Pittsburg, PA 15282, USA
Abstract:A series of boron, aluminum, gallium, and indium chelates containing the underexplored bis(phenolate) aza-dipyrromethene (aza-DIPY) core were prepared. These compounds were found to possess near-infrared absorption and emission profiles in the 710 to 770 nm domain and exhibit quantum yield values up to 14%. X-ray diffraction analysis revealed that heavier group 13 bis(phenolate) aza-DIPY chelates possessed octahedral geometries with either THF or pyridine groups occupying the axial positions as opposed to the tetrahedral geometry of the boron chelate.
Keywords:aza-DIPY   aza-BODIPY   aza-ALDIPY   aza-GADIPY   aza-INDIPY
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