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Luciano, Michael P.; Atoyebi, Adewole O.; Tardie, Weston; Zeller, Matthias; Brückner, Christian (, The Journal of Organic Chemistry)null (Ed.)
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Akhigbe, Joshua; Luciano, Michael; Atoyebi, Adewole O.; Jockusch, Steffen; Brückner, Christian (, Journal of Porphyrins and Phthalocyanines)The platinum(II) complexes of known quinoline-annulated porphyrins were prepared and spectroscopically characterized. Their optical properties (UV-vis absorption and phosphorescence spectra and phosphorescence lifetimes) were recorded and contrasted against their 2,3-dioxoporphyrin precursor platinum(II) complex. The absorbance and emission spectra (in EtOH glass at 77 K) of the quinoline-annulated porphyrins fall within the NIR optical window of tissue, ranging, depending on the derivative, between [Formula: see text]950 and 1200 nm. The much red-shifted optical spectra, when compared to their non-quinoline-annulated precursors, are attributed to the [Formula: see text]-extension and conformational non-planarity that the annulation causes. The emission yields of the mono-quinoline-annulated derivatives are too low and their lifetimes too short to be practical emitters, but the bis-annulated derivative possesses a practical lifetime and emission yield, suggesting its further exploration, particularly since the methodology toward the solubilization of the quinoline-annulated porphyrins in biological media through derivatization is known.more » « less
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