Pyrrolo[2,1-a]isoquinolines as multitasking organophotocatalysts in chemical synthesis

Yuliang Liu, Haoyu Li, Eugene Yew Kun Tan, Erik Budi Santiko, Youhei Chitose, Manabu Abe, Shunsuke Chiba

Research output: Contribution to journalArticlepeer-review

Abstract

We demonstrate the design and synthesis of pyrrolo[2,1-a]isoquinolines (PIqs) bearing electron-withdrawing groups, which are excited under irradiation with visible light to display wider redox windows and higher triplet-state energies. The photophysical and electrochemical characters of PIqs can be tailored by modification of the electron-withdrawing groups and their positions, enabling redox-neutral (hetero)biaryl cross-coupling between aryl halides and (hetero)arenes, nickel-catalyzed amination and oxygenation of aryl halides, and decarboxylative cross-coupling between α-amino acids and aryl halides, as well as a set of molecular transformations driven by triplet-triplet sensitization under irradiation with visible light.
Original languageEnglish
JournalChem Catalysis
DOIs
Publication statusAccepted/In press - 2022

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