Journal
ORGANIC CHEMISTRY FRONTIERS
Volume 6, Issue 2, Pages 152-161Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/C8QO00938D
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Funding
- University of Texas at Arlington
- ACS-PRF-ND grant [58261-ND1]
- NSF [CHE-0234811, CHE-0840509, CHE-1500285]
- Office of Science of the U.S. Department of Energy [DE-AC02-05CH11231]
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Cross-coupling of aryl compounds is one of the most powerful carbon-carbon bond forming reactions available. However, the vast majority employ scarce and expensive transition metal salts, in combination with high temperatures and long reaction times. Herein, we report a new, metal-free biaryl coupling that includes photoactivation of pi-conjugated triazenes, in the presence of unactivated arenes, carried out at room temperature. Key experiments and theoretical calculations, to elucidate mechanistic details of this new, direct and significantly milder synthetic approach are presented.
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