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1,7,9,10‐Tetrasubstituted PMIs Accessible through Decarboxylative Bromination: Synthesis, Characterization, Photophysical Studies, and Hydrogen Evolution Catalysis
Chemistry - A European Journal ( IF 4.3 ) Pub Date : 2020-11-25 , DOI: 10.1002/chem.202004326
Daniel Costabel 1 , Artem Skabeev 1 , Afshin Nabiyan 1 , Yusen Luo 2 , Johannes B Max 1 , Ashwene Rajagopal 3 , Daniel Kowalczyk 4 , Benjamin Dietzek 2, 5, 6 , Maria Wächtler 2, 5 , Helmar Görls 7 , Dirk Ziegenbalg 4 , Yulian Zagranyarski 8 , Carsten Streb 3 , Felix H Schacher 1, 6 , Kalina Peneva 1, 6
Affiliation  

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 [Mo3S13]2− clusters in aqueous solution for stable visible light driven hydrogen evolution over three days.

中文翻译:

通过脱羧溴化获得 1,7,9,10-四取代 PMI:合成、表征、光物理研究和析氢催化

在这项工作中,我们提出了一种通过四溴化苝单酐合成四重取代苝单酰亚胺的新策略。X射线衍射分析揭示了取代基之间的分子内堆积方向和半圆形堆积行为。我们观察到取代基对可见光激发时激发态的寿命和性质的显着影响。在聚(脱氢丙氨酸)-接枝-聚(乙二醇)接枝共聚物作为增溶模板的情况下,发色团能够敏化水溶液中的[Mo 3 S 13 ] 2−簇,从而在三天内稳定地由可见光驱动析氢。
更新日期:2020-11-25
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