Journal
CHEMICAL SCIENCE
Volume 10, Issue 32, Pages 7627-7632Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c9sc01597c
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Funding
- Core Research for Evolutional Science and Technology (CREST) project from the Japan Science and Technology Agency (JST)
- JSPS KAKENHI Grant [15H05800]
- Grants-in-Aid for Scientific Research [15H05800] Funding Source: KAKEN
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A K+-promoted Diels-Alder reaction of 1,4,9,10-anthradiquinone with various dienes is achieved in the presence of a self-assembled macrocyclic boronic ester [2+2](crown) containing two crown ether moieties. The reaction rate is remarkably accelerated (up to 206-fold) compared to that in the absence of the promoter. Furthermore, the reaction proceeds regioselectively to yield an internal adduct. The self-assembly protocol was also demonstrated.
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