Wang, Y.-F., Qi, M.-Y., Conte, M. orcid.org/0000-0002-1399-0344 et al. (2 more authors) (2023) New radical route and insight for highly efficient benzimidazoles synthesis integrated with hydrogen evolution. Angewandte Chemie International Edition, 62 (29). e202304306. ISSN 1433-7851
Abstract
Benzimidazoles are a versatile class of scaffolds with important biological activities, whereas their synthesis in a lower-cost and more efficient manner remains a challenge. Here, we demonstrate a conceptually new radical route for the high-performance photoredox coupling of alcohols and diamines to synthesize benzimidazoles along with stoichiometric hydrogen (H2) over Pd-decorated ultrathin ZnO nanosheets (Pd/ZnO NSs). Mechanistic study reveals the unique advantage of ZnO NSs over other supports and particularly that the features of Pd nanoparticles in facilitating the cleavage of the α-C-H bond of alcohols and adsorbing subsequently-generated C-centered radicals hold the key to turning on the reaction. This work highlights a new insight into radical-induced efficient benzimidazoles synthesis pairing with H2 evolution by rationally designing semiconductor-based photoredox systems.
Metadata
Item Type: | Article |
---|---|
Authors/Creators: |
|
Copyright, Publisher and Additional Information: | © 2023 The Authors. Except as otherwise noted, this author-accepted version of a journal article published in Angewandte Chemie International Edition is made available via the University of Sheffield Research Publications and Copyright Policy under the terms of the Creative Commons Attribution 4.0 International License (CC-BY 4.0), which permits unrestricted use, distribution and reproduction in any medium, provided the original work is properly cited. To view a copy of this licence, visit http://creativecommons.org/licenses/by/4.0/ |
Keywords: | radical-induced mechanism, semiconductor-based photocatalyst, benzimidazoles synthesis, hydrogen evolution |
Dates: |
|
Institution: | The University of Sheffield |
Academic Units: | The University of Sheffield > Faculty of Science (Sheffield) > Department of Chemistry (Sheffield) |
Depositing User: | Symplectic Sheffield |
Date Deposited: | 30 May 2023 11:58 |
Last Modified: | 04 Sep 2023 13:16 |
Status: | Published |
Publisher: | Wiley |
Refereed: | Yes |
Identification Number: | 10.1002/anie.202304306 |
Related URLs: | |
Open Archives Initiative ID (OAI ID): | oai:eprints.whiterose.ac.uk:199722 |