Photoactivation of Electron Donor–Acceptor Complexes for C(sp<sup>2</sup>)–H Amination of Arenes Using an Organocatalytic Acceptor
This Letter describes the photocatalytic C(sp<sup>2</sup>)-H amination of electron-rich arenes with azoles via an electron donor-acceptor (EDA) pathway. The acceptor in this system is proposed to be a pyridin-1-ium salt generated <i>in situ</i> from the combination of pyridine and either LiOTf or HOTf. The reactions proceed with irradiation using 370 nm LEDs, and the pyridine/acid acceptor can serve as a catalyst under aerobic conditions. This represents a rare example of a catalytic acceptor in EDA photochemistry.
Authors
- Matthew R. Lasky (ORCID: https://orcid.org/0000-0002-3746-2490)
- En‐Chih Liu
- Melanie Sarah Sanford (ORCID: https://orcid.org/0000-0001-9342-9436)
- Daniel S. Brandes (ORCID: https://orcid.org/0000-0003-2962-3175)
- Matthew S. Remy
- Al Vicente Riano D. Lisboa (ORCID: https://orcid.org/0009-0008-4902-2522)
Institutions
- University of Michigan (US)
- Dow Chemical (United States) (US)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-08-29
- DOI
- https://doi.org/10.1021/acs.orglett.5c03040
- Citations
- 1
- Primary Topic
- Synthesis and Catalytic Reactions
- Type
- article
- Field-Weighted Citation Impact
- 0.94
Funders
- Arnold and Mabel Beckman Foundation
- Horace H. Rackham School of Graduate Studies, University of Michigan
- National Institute of General Medical Sciences