Litcius/Paper detail

1,7,9,10‐Tetrasubstituted PMIs Accessible through Decarboxylative Bromination: Synthesis, Characterization, Photophysical Studies, and Hydrogen Evolution Catalysis

Daniel Costabel, Artem Skabeev, Afshin Nabiyan, Yusen Luo, Johannes B. Max, Ashwene Rajagopal, Daniel Kowalczyk, Benjamin Dietzek, Maria Wächtler, Helmar Görls, Dirk Ziegenbalg, Yulian Zagranyarski, Carsten Streb, Felix H. Schacher, Kalina Peneva

2020Chemistry - A European Journal22 citationsDOIOpen Access PDF

Abstract

Abstract In this work, we present a new synthetic strategy for fourfold‐substituted perylene monoimides via tetrabrominated perylene monoanhydrides. X‐ray diffraction analysis unveiled the intramolecular stacking orientation between the substituents and semicircular packing behavior. We observed the remarkable influence of the substituent on the longevity and nature of the excited state upon visible light excitation. In the presence of poly(dehydroalanine)‐graft‐poly(ethylene glycol) graft copolymers as solubilizing template, the chromophores are capable of sensitizing [Mo 3 S 13 ] 2− clusters in aqueous solution for stable visible light driven hydrogen evolution over three days.

Topics & Concepts

Ethylene glycolPerylenePhotochemistrySubstituentChromophoreChemistryCatalysisExcited stateStackingAqueous solutionVisible spectrumHalogenationPhotocatalysisMaterials scienceStereochemistryOrganic chemistryMoleculeOptoelectronicsPhysicsNuclear physicsNanocluster Synthesis and ApplicationsPolyoxometalates: Synthesis and ApplicationsMetalloenzymes and iron-sulfur proteins