Visible Light‐Mediated Conversion of Alcohols to Bromides by a Benzothiadiazole‐Containing Organic Photocatalyst

Run Li, Dominik W. Gehrig, Charusheela Ramanan, Paul W. M. Blom, Fabien F. Kohl, Manfred Wagner, Katharina Landfester, Kai A. I. Zhang

Research output: Contribution to JournalArticleAcademicpeer-review

Abstract

The search for metal-free, stable and high effective photocatalysts with sufficient photo-redox potentials remains a key challenge for organic chemists. Here, we present a benzothiadiazole-containing molecular organic photocatalyst with redox potentials of −1.30 V and +1.64 V vs. SCE. The singlet state lifetime is 13 ns. Direct conversion from aliphatic alcohols to bromides has been conducted with the designed organic photocatalyst under visible light irradiation with high efficiency and selectivity. The catalytic efficiency of the novel benzothiadiazole-based photocatalyst is comparable with the state-of-art metal and non-metal catalysts. Furthermore, advanced photophysical studies including time-resolved photoluminescence and transient absorption spectroscopy offer a powerful support for photo-induced electron transfer from photocatalyst to the reactive substrates. Lastly, no photo-bleaching effect is observed, demonstrating the high stability and recyclable of the designed organic photocatalyst.
Original languageEnglish
Article number201900416
Pages (from-to)3852-3859
JournalAdvanced Synthesis and Catalysis
Volume361
Issue number16
DOIs
Publication statusPublished - 2019
Externally publishedYes

Funding

The authors acknowledge the Max Planck Society for the financial support and R.L. acknowledge the support from the Fundamental Research Funds for the Central Universities. R.L. also thank the China Scholarship Council (CSC) for the graduate scholarship. Stefan Schuhmacher is acknowledged for technical support.

FundersFunder number
Max-Planck-Gesellschaft
China Scholarship Council
Fundamental Research Funds for the Central Universities

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