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NIR Absorbing Aromatic E-Ethylene Bridged Hexaphyrins (2.1.1.2.1.1): Synthesis, Characterization, and Protonation Studies.

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Judicious syntheses, spectroscopic analyses, and solid state structural evidence of two structural variants (with planar geometry) of strongly aromatic hybrid [30] E-ethylene bridged hexaphyrins (2.1.1.2.1.1) exhibiting strong NIR absorption are… Click to show full abstract

Judicious syntheses, spectroscopic analyses, and solid state structural evidence of two structural variants (with planar geometry) of strongly aromatic hybrid [30] E-ethylene bridged hexaphyrins (2.1.1.2.1.1) exhibiting strong NIR absorption are reported. The induced correspondence of fused phenanthrene on the pyrrole moieties has led to a further red-shift of up to ∼45 nm in the neutral and protonated form of the macrocycles. The electronic nature and aromaticity of both hexaphyrins are fully supported by DFT calculations.

Keywords: bridged hexaphyrins; ethylene bridged; aromatic ethylene; nir absorbing; absorbing aromatic

Journal Title: Organic letters
Year Published: 2023

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