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


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 [Mo3 S13 ]2- clusters in aqueous solution for stable visible light driven hydrogen evolution over three days.

SUBMITTER: Costabel D 

PROVIDER: S-EPMC7986912 | biostudies-literature | 2021 Feb

REPOSITORIES: biostudies-literature

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

Costabel Daniel D   Skabeev Artem A   Nabiyan Afshin A   Luo Yusen Y   Max Johannes B JB   Rajagopal Ashwene A   Kowalczyk Daniel D   Dietzek Benjamin B   Wächtler Maria M   Görls Helmar H   Ziegenbalg Dirk D   Zagranyarski Yulian Y   Streb Carsten C   Schacher Felix H FH   Peneva Kalina K  

Chemistry (Weinheim an der Bergstrasse, Germany) 20210125 12


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  ...[more]

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