Journal
CHEMICAL SCIENCE
Volume 3, Issue 9, Pages 2807-2811Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c2sc20658g
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Funding
- NIH [GM095666, S10 RR04981-01]
- Sloan Foundation
- NSF [CHE-9629688]
- NATIONAL CENTER FOR RESEARCH RESOURCES [S10RR004981] Funding Source: NIH RePORTER
- NATIONAL INSTITUTE OF GENERAL MEDICAL SCIENCES [R01GM095666] Funding Source: NIH RePORTER
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We report a method for the crossed [2 + 2] cycloaddition of styrenes using visible light photocatalysis. Few methods for the synthesis of unsymmetrically substituted cyclobutanes by photochemical [2 + 2] cycloaddition are known. We show that careful tuning of the electrochemical properties of a ruthenium photocatalyst enable the efficient crossed [2 + 2] cycloaddition of styrenes upon irradiation with visible light. We outline the logic that enables high crossed chemoselectivity, and we also demonstrate that this reaction is remarkably efficient; gram-scale reactions can be conducted with as little as 0.025 mol% of the photocatalyst.
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