Cobalt-Catalyzed Photoelectrochemical Dehydration of Primary Alcohols
The direct and selective dehydration of primary alcohols remains a longstanding challenge due to the instability of primary carbocations and the high barrier associated with alkene-like E2 transition states. Here we report a cobalt-catalyzed, photoelectrochemical strategy for the direct conversion of primary alcohols to terminal alkenes. The reaction proceeds in an undivided cell under blue-light irradiation, employing a readily available CoCl<sub>2</sub>/dimethylglyoxime (dmgH<sub>2</sub>) catalyst system. This method displays broad substrate scope, high regioselectivity across polyol frameworks, and exceptional tolerance of oxidation-sensitive functional groups, enabling late-stage diversification of natural products and drug derivatives. Mechanistic studies support a radical-based catalytic cycle initiated by anodic alcohol activation and completed via light-driven β-hydrogen abstraction. In contrast, without irradiation, the same conditions yield deoxygenated alkanes via a mechanistically distinct, electroreductive Co-C bond homolysis and HAT pathway. Together, these findings establish a mild and general platform for direct and selective dehydration of primary alcohols.
Authors
- Xiaoyuan Ying
- Chao Li (ORCID: https://orcid.org/0000-0003-4529-5570)
- Yong Zhang (ORCID: https://orcid.org/0000-0002-1303-0458)
Institutions
- Peking University (CN)
- National Institute of Biological Sciences, Beijing (CN)
- Center for Interdisciplinary Studies (IN)
- Tsinghua University (CN)
Publication Details
- Journal
- Journal of the American Chemical Society
- Published
- 2025-11-21
- DOI
- https://doi.org/10.1021/jacs.5c15270
- Citations
- 2
- Primary Topic
- Radical Photochemical Reactions
- Type
- article
- Field-Weighted Citation Impact
- 1.87