Browsing School of Chemistry by Author "Flanagan, Keith J."
Now showing items 1-9 of 9
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BODIPY-Pyrene and Perylene Dyads as Heavy-Atom-Free Singlet Oxygen Sensitizer
Senge, Mathias; Filatov, Mikhail A.; Karuthedath, Safakath; Polestshuk, Pavel M.; Callaghan, Susan; Flanagan, Keith J.; Wiesner, Thomas; Laquai, Frédéric (2018)Dyads combining BODIPY as an electron acceptor and pyrene or perylene as electron donor subunits were prepared and their photophysical properties were studied by steady‐state and transient spectroscopy. Depending on the ... -
Conformational Re-engineering of Porphyrins as Receptors with Switchable NH???X-Type Binding Modes
Senge, Mathias; Norvaiša, Karolis; Flanagan, Keith J.; Gibbons, Dáire (2019)The selectivity and functional variability of porphyrin cofactors are typically based on substrate binding of metalloporphyrins wherein the pyrrole nitrogen units only serve to chelate the metal ions. Yet, using the porphyrin ... -
Delayed release singlet oxygen sensitizers based on pyridone-appended porphyrins
Senge, Mathias; Callaghan, Susan; Filatov, Mikhail A.; Sitte, Elisabeth; Savoie, Huguette; Boyle, Ross W.; Flanagan, Keith J. (2017)A new type of porphyrin photosensitizer capable of generating singlet oxygen upon irradiation, storing it through binding to pyridone subunits, followed by slow release at 20‐40 °C is reported. The timescale of singlet ... -
Functionalization of Deutero- and Protoporphyrin IX Dimethyl Esters via Palladium-Catalyzed Coupling Reactions
Senge, Mathias; O'Brien, Jessica; Sitte, Elisabeth; Flanagan, Keith J.; Kühner, Hannes; Hallen, Lukas J.; Gibbons, Dáire (2019)Herein, we report the functionalization of the β-positions of deutero- and protoporphyrin IX dimethyl ester. Initial halogenations were carried out on both deutero- and protoporphyrin IX dimethyl ester. While previously ... -
Investigating the Impact of Conformational Molecular Engineering on the Crystal Packing of Cavity Forming Porphyrins
Senge, Mathias; Flanagan, Keith J.; Twamley, Brendan (2019)Herein we report the synthesis of 5,10,15,20-tetraaryl-(X)-substituted- 2,3,7,8,12,13,17,18-octaethylporphyrins (OETArXPs) and a structural investigation of their solid-state properties via small molecule X-ray diffraction. ... -
Not Your Usual Bioisostere: Solid State Study of 3D Interactions in Cubanes
Senge, Mathias; Flanagan, Keith J.; Bernhard, Stefan S.R.; Plunkett, Shane (2019)Previous studies by Desiraju and co-workers have implicated the acidic hydrogen atoms of cubane as a support network for hydrogen-bonding groups. Herein we report a detailed structural analysis of all currently available ... -
Structural, Photophysical, and Photobiological Studies on BODIPY-Anthracene Dyads
Senge, Mathias; Flanagan, Keith J.; Callaghan, Susan (2021)We report the structural, photophysical, and photobiological properties of a promising BODIPY-anthracene dyad (BAD) that was previously shown to i nduce a therapeutic effect against MDA-MB-468 cells. The BODIPY was ... -
Structure and conformation of photosynthetic pigments and related compounds. 15. Conformational analysis of chlorophyll derivatives-implications for hydroporphyrins in vivo
Senge, Mathias; Gibbons, Dáire; Flanagan, Keith J.; Pounot, Léa (2019)Chlorophylls are fundamental macrocyclic cofactors in photosynthetic reaction centers and light‐harvesting complexes. Their biological function is well understood on the basis of protein structural data and a significant ... -
Synthesis of Porphyrinoids, BODIPYs, and (Dipyrrinato)ruthenium(II) Complexes from Prefunctionalized Dipyrromethanes
Senge, Mathias; Hohlfeld, Benjamin F.; Flanagan, Keith J.; Kulak, Nora; Christmann, Mathias; Wiehe, Arno (2019)The introduction of functional groups into the mesoposition of dipyrromethanes, boron-dipyrromethenes (BODIPYs) and porphyrinoids, is of fundamental importance in designing such dye systems for material sciences or ...