Journal
CHEMICAL SCIENCE
Volume 5, Issue 7, Pages 2831-2835Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c4sc00368c
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Funding
- Gordon and Betty Moore Foundation
- Council for International Exchange of Scholars
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Most copper-catalyzed cross-couplings require an elevated reaction temperature. Recently, a photoinduced variant has been developed that enables C-X bond-forming reactions of certain nitrogen and sulfur nucleophiles to proceed under unusually mild conditions (-40 degrees C to room temperature). In view of the importance of carbon-oxygen bond construction in organic chemistry, the expansion of this photochemical approach to oxygen nucleophiles is an important objective. In this report, we establish that, in the presence of light and an inexpensive copper pre-catalyst (Cul), a wide array of phenols and aryl iodides can be coupled to generate diaryl ethers under mild conditions (room temperature) in the presence of a variety of functional groups. Our studies indicate that a Cu(I)-phenoxide complex is a viable intermediate in photoinduced C-O bond-formation.
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